1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone

CAS Number 211108-50-8

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone MSDS

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone CAS 211108-50-8

A fluorinated piperidone building block

As a molecular scaffold for drug discovery and bioimaging

Overview
Related Products

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone (CAS number 211108-50-8), also known as 1-Boc-3-fluoro-4-piperidone, is a Boc (tert-butoxycarbonyl) protected piperidone bearing a fluorine substituent on 3-position. 1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone is the core of fentanyl, an opioid drug used as an analgesic. Fentanyl binds to opioid receptors leading to the inhibitory effects. To synthesize fentanyl derivatives, 1-(tert-butoxycarbonyl)-3-fluoro-4-piperidone reacts with aniline via reductive amination followed by nucleophilic substitution of propionyl chloride. Boc group is then removed with trifluoroacetic acid (TFA) and phenylethyl group is attached to form fentanyl.

Fentanyl chemical structure — Chemical structure of fentanyl, an analgesic drug.

Photochromic functional groups (such as azobenzene) can be easily attached to 1-(tert-butoxycarbonyl)-3-fluoro-4-piperidone for optically controlled μ-opioid receptor activation. The trans- and cis- formations of azo result significantly different receptor affinities that are photoswitchable. 1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone functionalized with chromophores can also be applied for bioimaging to study the binding affinity of the molecules.

Multiple functional groups

For facile synthesis

Fluorinated piperidone building block

For drug discovery, medicinal chemistry, and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	211108-50-8
Chemical Formula	C₁₀H₁₆FNO₃
Full Name	1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone
Molecular Weight	217.24 g/mol
Synonyms	1-Boc-3-fluoro-4-piperidone, tert-Butyl 3-fluoro-4-oxo-1-piperidinecarboxylate, 3-Fluoro-4-oxo-1-piperidinecarboxylic acid tert-butyl ester, 1-Boc-3-fluoro-4-oxopiperidine
Classification / Family	Fluorinated building block, Heterocyclic building block, Drug discovery, Bioimaging

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 74.0 – 78.0 °C
Appearance	White to off-white powder

MSDS Documentation

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone MSDS Sheet

Literature and Reviews

Photochromic fentanyl derivatives for controlled μ-opioid receptor activation, R. Lahmy et al., Chem. Eur. J., 28, e202201515(2022); DOI: 10.1002/chem.202201515.
Rapid and efficient microwave-assisted Friedländer quinoline synthesis, H. Bailey et al., ChemistryOpen, 9, 1113–1122(2020); DOI: 10.1002/open.202000247.
Evaluation of the alicyclic Gauche effect in 2-Fluorocyclohexanone analoges: a combined NMR and DFT study, D. Silva et al., Eur. J. Org. Chem., 884–890(2020); DOI: 10.1002/ejoc.201901815.
Fast & fluorinated – development and validation of a rapid benchtop NMR approach and other routine screening methods for the detection and quantification of synthesized fluorofentanyl derivatives, N. Gilbert et al., Forensic Chem., 23, 100321(2021); DOI: 10.1016/j.forc.2021.100321.

Related Products

We stock a wide range of monomers available to purchase online. Please contact us if you cannot find what you are looking for.

BDD

From £240

Benzodithiophene-2THBr-4EH

From £440

BDTOEHSn

From £220

BDTT

From £370

BDTT-F-Sn

From £500

BDTT-Cl-Sn

From £440

BDT-Th(TPS)-Sn

From £300

D18-2Br

From £400

2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

From £260

TPD-C8

Price £155

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)

From £105

2,2'-bithiophene

From £64

2,2'-bithiophene-5-carbonitrile

Price £330

2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene

From £180

5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £180

3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £280

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene

From £260

CDT-EH-Sn

From £400

DTS-EH-Sn

From £400

2,7-Dibromo-9,9-bis[3,3'-(N,N-dimethylamino)-propyl]fluorene

From £170

2,7-Dibromocarbazole

From £60

2-Bromotriphenylene

From £130

2ClIC

From £360

2FIC

From £360

3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

From £260

2HIC, 3-(Dicyanomethylidene)indan-1-one

From £310

3-Hexylthiophene

Price £180

PCE11 Monomer

From £480

BBT-2C6ThBr

From £330

Bromothiophene Benzothiadiazole

From £155

4,7-Dibromo-2,1,3-benzothiadiazole

From £72

4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole

From £210

4H-Cyclopenta[1,2-b:5,4-b']dithiophene

From £170

9,9-Dioctyl-2,7-dibromofluorene

Price £80

2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Price £210

9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

From £220

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

From £200

BPPTRZ-2Cl

From £130

DFBTA-2ThBr-HD

From £310

DPP-BO-2ThBr

Price £250

DPP-EH-2ThBr

From £250

DPP-HD-2ThBr

From £250

DPPDPy2Br

From £210

EHOThCHO-Br

From £330

EHThCHO-Br

From £200

ICz-Br

From £180

IDTB6-2CHO

From £300

IDTTB6-2CHO

From £380

NDI-2HD-2Br

From £350

NDI-2OD-2Br

From £350

PTRZ-2Cl

From £160

Quinoxaline-2PhO-2Br

Price £370

Thienothiophene, Thieno[3,2-b]thiophene

From £64

Thieno[3,2-b]thiophene-2-carbonitrile

From £130

TTP-TTI-2CHO

From £660

Ethyl 2,5-dibromothiophene-3-carboxylate

From £130

2,5-Dibromo-3-chlorothiophene

From £130

MeHDOQx-DBrDF

From £520

HDOQx-DBrDF

From £520

BT-C14-2Br

From £250

FIC

From £220

Br-BT-CHO

From £200

ClIC

From £220

BrIC

From £220

IDTB6-2Sn

From £350

IDTB6-2Br

From £350

IDTTB6-2Br

From £400

IDTTB6-2Sn

From £260

BT-C12-2Br

From £170

BT-HD-2Br

From £300

DTT, Dithieno[3,2-b:2′,3′-d]thiophene

From £220

5,5'-Dibromo-2,2'-bithiophene

From £76

3,3'-Dibromo-2,2'-bithiophene

From £170

3,6-Dibromothieno[3,2-b]thiophene (TT36)

From £240

3TCN-HD-2Br

From £370

2,3,5,6-Tetrabromothieno[3,2-b]thiophene

From £100

3,3′,5,5′-Tetrabromo-2,2′-bithiophene

From £145

5,5′′-Dibromo-2,2′:5′,2′′-terthiophene

From £120

2,2′:5′,2′′-Terthiophene

From £185

2,6-Dibromodithieno[3,2-b:2′,3′-d]thiophene

From £185

3,4-(2,2-Dimethylpropylenedioxy)thiophene

From £190

2,7-Dibromophenanthrene-9,10-dione

From £170

9,9′-Spirobifluorene

From £155

2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene

From £185

2,7-Dibromo-9,9′-spirobifluorene

From £185

3,7-Dibromodibenzothiophene 5,5-dioxide

From £180

2,8-Dibromodibenzothiophene

From £210

6,6′-Dibromoisoindigo

From £125

2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione

From £210

6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline

From £300

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline

From £140

5,5'-Dibromo-3,3'-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-2,2'-bithiophene

From £240

3,6-Di-tert-butylcarbazole

From £105

3,6-Diphenylcarbazole

From £105

Indolo[3,2-b]carbazole

From £160

10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole

From £175

2-Bromo-9H-carbazole

From £170

3-Bromo-9H-carbazole

From £145

1,4-Dibromonaphthalene

From £195

2-Bromonaphthalene

From £80

2-Bromodibenzothiophene

From £115

1,5-Dibromonaphthalene

From £85

2-Decylthiophene

From £230

2,3-Dibromonaphthalene

From £90

2-Dodecylthiophene

From £230

1,8-Dibromonaphthalene

From £120

Tetrabromothiophene

From £130

9,10-Dibromoanthracene

From £105

2,7-Dibromonaphthalene

From £150

9-Bromoanthracene

From £80

2,6-Dibromonaphthalene

From £185

2-Bromo-6-fluoronaphthalene

From £130

2-Bromoanthracene

From £200

SA4, Volatile Solid Additive, DIO Replacement

From £210

2,5-Dibromo-3,4-dinitrothiophene

From £130

4,4'-Dibromo-2,2'-bipyridine

From £200

4,4'-Dibromo-2,2'-dinitrobiphenyl

From £200

5,5'-dibromo-3,3'-difluoro-2,2'-bithiophene

From £250

2,2′-Bipyridine-4,4′-dicarboxylic acid

£175
From £175

2,6-Dihydroxyanthraquinone

From £140

4,4'-Dimethyl-2,2'-bipyridyl

From £72

2,2′-Bipyridine-5,5′-dicarboxylic acid

£110
From £110

5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

From £210

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

From £115

4-Fluoro-1H-indazole

From £72

2,6-Dibromoanthraquinone

From £110

5,5'-Dimethyl-2,2'-bipyridine

From £110

2-Bromo-5-decylthiophene

From £115

4-(Trifluoromethyl)-2-pyridone

From £72

2-Bromo-5-dodecylthiophene

From £76

5,5'-Dibromo-2,2'-bipyridine

From £115

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene

From £280

3,3-Difluoroazetidine hydrochloride

Price £170

2-(Difluoromethyl)benzimidazole

From £115

Indolo[2,3-a]carbazole

From £145

3,3'-Bicarbazole

From £200

6-Fluoro-4-chromanone

From £120

2,4,6-Trimethyl-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline

From £190

5-Bromo-3-fluorosalicylaldehyde

From £110

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline

From £200

Ethyl (4-fluorobenzoyl)acetate

From £110

2,4,6-Trifluoronitrobenzene

From £74

(5S)-(−)-5-(Trifluoromethyl)-2-pyrrolidinone

From £145

8-Fluoro-4-hydroxy-2-methylquinoline

From £95

6-Chloro-8-fluoroquinoline

From £80

4-Bromo-8-fluoroquinoline

From £135

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester

From £145

2-(2,4-Difluorophenyl)-5-methylpyridine

From £130

2-(2,4-Difluorophenyl)-5-fluoropyridine

From £105

3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA)

£76
From £76

2,2-Bis[4-(4-aminophenoxy)phenyl]propane (BAPP)

£56
From £56

1,4-Bis(4-aminophenoxy)benzene (TPE-Q)

£76
From £76

4,4'-Oxydiphthalic anhydride (ODPA)

£76
From £76

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP)

£76
From £76

9,9-Bis(4-aminophenyl)fluorene (FDA)

From £100

4,4'-(4,4'-isopropylidenediphenoxy)bis-(phthalic anhydride) (BPADA)

£76
From £76

2,2'-Bis(trifluoromethyl)benzidine (TFMB)

£76
From £76

4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R)

£70
From £70

2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine

£76
From £76

3,4'-Oxydianiline (3,4'-ODA)

£90
From £90

1,2,4,5-cyclohexanetetracarboxylic dianhydride (HPMDA)

£76
From £76

4,4'-Bis(4-aminophenoxy)biphenyl (BAPB)

£76
From £76

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA)

£90
From £90

1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene (6FAPB)

£76
From £76

2,2-Bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (4-BDAF)

£76
From £76

2,2'-Bis(trifluoromethyl)-4,4'-diaminodiphenyl ether (6FODA)

£76
From £76

1,2,3,4-Butanetetracarboxylic dianhydride (BDA)

£110
From £110

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA)

£110
From £110

4,4'-Bis(3-aminophenoxy)biphenyl (43BAPOBP)

£90
From £90

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA)

From £80

Dicyclohexyl-3,4,3',4'-tetracarboxylic dianhydride (HBPDA)

From £100

4-Phenylethynylphthalic anhydride (PEPA)

From £110

4-Bromo-N-(4-bromophenyl)-N-(4-(sec-butyl)phenyl)aniline

From £220

2,2-Bis(3-(3-aminobenzoylamino)-4-hydroxyphenyl)hexafluoropropane (m-6FDAP)

£130
From £130

p-6FDAP

£110
From £110

AB-TFMB

£90
From £90

2-Fluoro-9H-carbazole

From £135

7-Hydroxy-4-(trifluoromethyl)coumarin

From £56

7-(Diethylamino)-4-(trifluoromethyl)coumarin

From £110

2-Furoyltrifluoroacetone

From £100

2-(Trifluoromethyl)thioxanthen-9-one

Price £95

5-(Trifluoromethyl)-2-pyridone

From £100

3-(Trifluoromethyl)-2-pyridone

From £100

1-[2-(Trifluoromethyl)phenyl]imidazole

From £175

4-(Trifluoromethyl)-1H-imidazole

From £165

4-Fluoroindole

From £100

3-(4-Fluorophenyl)-1-isopropylindole

From £100

7-Fluoroindole

From £170

5-Fluoroindole

From £100

6-Fluoroindole

From £80

6-Fluoroindole-2-carboxylic acid

From £105

5-(Trifluoromethoxy)isatin

From £115

5-Fluorooxindole

From £200

5-Fluoroisatin

From £76

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate

From £100

3-Fluoro-4-morpholinoaniline

From £100

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

From £115

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

From £80

5-Bromo-2-fluoropyridine

From £105

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine

From £100

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone

From £100

2,4-Difluorobenzonitrile

From £66

2-Amino-4-fluorophenol

From £56

4-Fluoro-3-nitrobenzoic acid

From £66

3,3-Difluoropyrrolidine hydrochloride

From £110

2-Fluoroadenine

From £90

4-Bromo-2,6-difluoroaniline

From £76

(R)-(−)-3-Fluoropyrrolidine hydrochloride

From £72

5-Fluorosalicylic acid

From £110

Methyl pentafluorobenzoate

From £76

(S)-(+)-3-Fluoropyrrolidine hydrochloride

From £80

N-Boc-trans-4-fluoro-L-proline

From £76

Bis(4-fluorophenyl)methanol

From £105

2-Fluoro-5-nitrobenzonitrile

From £72

2-Bromo-6-fluorobenzaldehyde

From £100

2-Chloro-5-fluoropyrimidine

From £100

3-Fluoro-2-hydroxybenzaldehyde

From £110

2-Bromo-4-fluoropyridine

From £125

6-Fluoronicotinic acid

From £76

3,5-Difluorobenzonitrile

From £65

1-Bis(4-fluorophenyl)methyl piperazine

From £80

2-Fluoro-5-nitrobenzoic acid

From £65

4-Fluorobenzenesulfonamide

From £65

3,4,5-Trifluoroaniline

From £55

4-Fluororesorcinol

From £70

2-Bromo-3′-fluoroacetophenone

From £116

3,4,5-Trifluorobenzoic acid

From £90

N-Boc-4,4-difluoro-L-proline

From £70

2-Fluoro-4-(trifluoromethyl)aniline

From £90

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

From £90

4-Fluoro-β-nitrostyrene

From £90

2,2-Difluorocyclopropanecarboxylic acid

From £90

3,3-Difluoropiperidine hydrochloride

From £60

α,α-Difluorophenylacetic acid

From £70

3-Fluoro-4-hydroxybenzaldehyde

From £80

2-Amino-3-fluoropyridine

From £80

3-Fluoro-2-pyridinecarbonitrile

From £70

2-Bromo-4-fluorobenzonitrile

From £80

3′-Fluoro-4′-methoxyacetophenone

Price £90

3-Fluoro-p-anisidine

From £90

2-Amino-6-fluorobenzonitrile

From £90

3-Fluoro-2-methylbenzoic acid

From £90

2-Fluoro-4-nitroaniline

From £70

4-Chloro-3-fluoroaniline

From £50

2,4,5-Trifluorobenzonitrile

From £80

4-Fluoro-2-methylphenol

From £60

2-Amino-5-fluorobenzonitrile

From £80

3-Fluorobenzoic hydrazide

From £100

2-Fluoro-3-methoxybenzaldehyde

From £137