98977-36-7

Basic information

• Product Name: 1-Boc-3-piperidone
• Synonyms: T-BUTYL-3-PIPERIDONE-1-CARBOXYLATE;TERT-BUTYL 3-OXOPIPERIDINE-1-CARBOXYLATE;N-Boc-3-piperidone;N-BOC-3-PIPERIDINONE;N-(TERT-BUTOXYCARBONYL)-3-PIPERIDINONE;3-OXOPIPERIDINE, N-BOC PROTECTED;3-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-PIPERIDINECARBOXYLIC ACID, 3-OXO-, 1,1-DIMETHYLETHYL ESTER
• CAS NO: 98977-36-7
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• EINECS: 1592732-453-0
• Product Categories: Acids and Derivatives;Carbonyl Compounds;pharmacetical;Pyrans, Piperidines &Piperazines;Piperidine;Piperidines;Pyrans, Piperidines & Piperazines;Building Blocks;Heterocyclic Building Blocks;Piperidones;Pharmaceutical Intermediates
• Mol File: 98977-36-7.mol
• Article Data: 44

Chemical Properties

• Melting Point: 35-40 °C(lit.)
• Boiling Point: 289.825 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.099 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: Store at?0-5°C
• PKA: -1.71±0.20(Predicted)
• Water Solubility: It is insoluble in water.
• BRN: 5936353
• CAS DataBase Reference: 1-Boc-3-piperidone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-3-piperidone(98977-36-7)
• EPA Substance Registry System: 1-Boc-3-piperidone(98977-36-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: KEEP COLD
• Hazardous Substances Data: 98977-36-7(Hazardous Substances Data)

Usage

Uses

1-Boc-3-piperidone, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

InChI:InChI=1/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-5-8(12)7-11/h4-7H2,1-3H3

Synthetic route

N-tert-butoxycarbonyl-3-piperidinol (85275-45-2) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With sodium hypochlorite solution; sodium hydrogencarbonate; potassium bromide In dichloromethane at 5 - 10℃; pH=8.5; Reagent/catalyst;	99.4%
With Dess-Martin periodane In dichloromethane at 20℃; for 22h; Inert atmosphere;	97%
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide In diethyl ether; water; toluene at 0 - 4℃;	95%

1-benzyl-piperidin-3-one hydrochloride hydrate → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol; dichloromethane	97%

1-benzyl-3-piperidone (40114-49-6) + di-tert-butyl dicarbonate (24424-99-5) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Stage #1: 1-benzyl-3-piperidone With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol; water at 20℃; for 2h; Stage #2: With N-ethyl-N,N-diisopropylamine In methanol; water for 0.5h; Stage #3: di-tert-butyl dicarbonate In methanol; water at 20℃; for 5h; Concentration; Reagent/catalyst;	84.2%

C12H23NO4S (1179348-67-4) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In 1,2-dichloro-ethane at 70℃;	82%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In 1,2-dichloro-ethane at 70℃; for 18h; Inert atmosphere;	82%

oxalyl dichloride (79-37-8) + N-tert-butoxycarbonyl-3-piperidinol (85275-45-2) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With ammonium chloride; trimethylamine In dichloromethane; dimethyl sulfoxide	78%

tert-butyl 3-methylidenepiperidine-1-carboxylate (276872-89-0) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With 2,6-dimethylpyridine; sodium periodate; ruthenium(III) chloride trihydrate In dichloromethane; water; acetonitrile at 20℃; for 1h; Inert atmosphere;	68%

di-tert-butyl dicarbonate (24424-99-5) + piperidin-3-one (50717-82-3, 74279-87-1, 74279-88-2) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 2h; Yield given;
With sodium hydrogencarbonate In tetrahydrofuran for 4h;	2.93 g
With sodium hydrogencarbonate In tetrahydrofuran; water for 4h;

C12H24NO3S(1+)*Cl(1-) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1h; Swern oxidation;

di-tert-butyl dicarbonate (24424-99-5) + 1-benzyl-3-piperidone monohydrochloride monohydrate → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Stage #1: 1-benzyl-3-piperidone monohydrochloride monohydrate With hydrogen; palladium on activated charcoal In methanol under 2844.31 Torr; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In tetrahydrofuran for 48h;	56.6 g

3-hydroxypiperazine (6859-99-0) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: triethylamine; SO3*NMe3; DMSO / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaOH / H2O; tetrahydrofuran / 1 h / 20 °C 2: 15.6 g / triethylamine; trioxide-trimethylamine complex / dimethylsulfoxide / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: 15.6 g / DMSO; SO3*Me3N; triethylamine / 18 h / 20 °C View Scheme

di-tert-butyl dicarbonate (24424-99-5) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: triethylamine; SO3*NMe3; DMSO / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaOH / H2O; tetrahydrofuran / 1 h / 20 °C 2: 15.6 g / triethylamine; trioxide-trimethylamine complex / dimethylsulfoxide / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 90 percent / NaHCO3 / tetrahydrofuran / 14 h 2: tetrapropylammonium perruthenate; NMO; 4A molecular sieves / CH2Cl2; acetonitrile / 1 h View Scheme

N-benzyl-3-piperidinone hydrochloride (50606-58-1) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Pd/C / methanol; H2O / 16 h / 2844.31 Torr 2: 2.93 g / aq. NaHCO3 / tetrahydrofuran / 4 h View Scheme

di-tert-butyl dicarbonate (24424-99-5) + 1.) NaH; 2.) SOCl2 → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: 15.6 g / DMSO; SO3*Me3N; triethylamine / 18 h / 20 °C View Scheme

3-hydroxypiperazine (6859-99-0) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + p-F-C6H4-Hal

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 2: SO3*pyridine; Et3N / CH2Cl2 View Scheme

di-tert-butyl dicarbonate (24424-99-5) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + p-F-C6H4-Hal

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 2: SO3*pyridine; Et3N / CH2Cl2 View Scheme

3-hydroxypiperazine (6859-99-0) + paraformaldehyde → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 2: Cr2O3, Ac2O, Py / CH2Cl2 View Scheme

di-tert-butyl dicarbonate (24424-99-5) + pentacarbonyl<1-<<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>oxy>-(E)-3-phenyl-2-propenylidene>chromium → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 2: Cr2O3, Ac2O, Py / CH2Cl2 View Scheme

1-Benzyl-3,3-dihydroxypiperidine hydrobromide (61995-16-2) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / ethanol; H2O / 2205.2 Torr 2: triethylamine / tetrahydrofuran / 2 h / 0 °C View Scheme

1-benzyl-3-piperidone (40114-49-6) + tert-butyldicarbonate (34619-03-9) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With hydrogen; triethylamine; 20% palladium hydroxide on carbon In methanol at 50℃; under 3102.97 Torr; for 0.666667h;

3-hydroxypiperazine (6859-99-0) + aqueous sodium hypochlorite + aqueous sodium bisulphite + TEMPO (5132-07-0) + di-tert-butyl dicarbonate (24424-99-5) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With potassium bromide; sodium chloride; sodium hydrogencarbonate In dichloromethane; water

tetrapropylammonium perruthennate (114615-82-6) + 4-methylmorpholine N-oxide (7529-22-8) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
molecular sieves In dichloromethane

N-tert-butoxycarbonyl-3-piperidinol (85275-45-2) + Dess-Martin periodane (87413-09-0) + sodium thiosulfate → (1H-Benzoimidazol-2-ylmethyl)-(2-piperidin-3-ylidene-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (hydrobromide salt) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With NaHCO3 In dichloromethane	A 1.80 g (95%) B n/a

tert‐butyl 3‐aminopiperidine‐1‐carboxylate (144243-24-3) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With recombinant Rhodobacter sphaeroides amine-transaminase In dimethyl sulfoxide at 20℃; pH=7.5; aq. buffer; Enzymatic reaction;

tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate (143900-43-0) → 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7)

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → piperidin-3-one hydrochloride

Conditions	Yield
With hydrogenchloride In dichloromethane; ethyl acetate at 20℃; for 1.5h;	100%
With hydrogenchloride In water at 20℃;	63%
With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 3h;
With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 3h;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 1,1-dimethylethyl 3-[2-[(4-methylphenyl)sulphonyl]hydrazono]-1-piperidinecarboxylate (396730-46-4)

Conditions	Yield
In dichloromethane for 2h;	100%

methylmagnesium bromide (75-16-1) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-hydroxy-3-methylpiperidine-1-carboxylate (1104083-27-3)

Conditions	Yield
With ammonium chloride In tetrahydrofuran; diethyl ether at 0 - 20℃; for 18h; Inert atmosphere;	100%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 3-amino-piperidin-3-yl-phosphonic acid

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With acetamide; acetic acid; acetyl chloride at 20℃; Cooling with ice; Stage #2: With phosphorus trichloride at 75℃; Cooling with ice; Stage #3: With hydrogenchloride In water for 8h; Reflux;	100%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl (3S)-3-aminopiperidine-1-carboxylate (625471-18-3)

Conditions	Yield
With pyridoxal 5'-phosphate; isopropylamine In dimethyl sulfoxide at 50℃; for 50h; pH=7.5; Reagent/catalyst; Temperature; Enzymatic reaction; enantioselective reaction;	99%
With pyridoxal 5'-phosphate; transaminase pQR2189; isopropylamine In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 18h; pH=7.5; Kinetics; Reagent/catalyst;	60 %Chromat.

7-chloroisoquinolin-5-amine + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-((7-chloroisoquinolin-5-yl)amino)piperidine-1-carboxylate

Conditions	Yield
Stage #1: 7-chloroisoquinolin-5-amine; 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With acetic acid at 20℃; for 0.5h; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; for 18h;	99%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate (143900-44-1)

Conditions	Yield
With rac-octan-2-ol In aq. buffer at 35℃; for 12h; pH=8; Reagent/catalyst; pH-value; Temperature; Enzymatic reaction; enantioselective reaction;	98.08%
With D-glucose; NADP In aq. phosphate buffer; ethanol at 30℃; for 4h; pH=6; enantioselective reaction;	96%
With recombinant Rhodococcus erythropolis DSM 43297 ketoredutase; nicotinamide adenine dinucleotide In aq. phosphate buffer; isopropyl alcohol at 50℃; for 0.5h; pH=7.0; Enzymatic reaction; stereoselective reaction;	95%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7)

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 0℃; for 3.25h;	98%
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃;	85%
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 20℃; Inert atmosphere;	44%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + phenylmagnesium bromide (100-58-3) → 5-phenyl-1,2,3,6-tetrahydropyridine

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester; phenylmagnesium bromide In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere; Stage #2: With trifluoroacetic acid at 22 - 75℃;	98%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 20℃; for 5h; Horner-Wadsworth-Emmons Olefination;	98%

t-butoxycarbonylhydrazine (870-46-2) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl (3E)-3-[(tert-butoxycarbonyl)hydrazono]piperidine-1-carboxylate (1305274-91-2)

Conditions	Yield
In toluene at 60℃; for 4h;	95%

2-aminoacetophenone (551-93-9) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → C18H22N2O2 (1347747-90-3)

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 90℃; Friedlaender reaction;	95%

(S)-cyclopentyl 2-amino-4-methylpentanoate 4-methylbenzenesulfonate (914382-66-4) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → cyclopentyl N-[1-(tert-butoxycarbonyl)piperidin-3-yl]-L-leucinate (1351815-36-5)

Conditions	Yield
Stage #1: (S)-cyclopentyl 2-amino-4-methylpentanoate 4-methylbenzenesulfonate; 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,1-dichloroethane at 20℃; for 18h; Stage #2: With sodium hydrogencarbonate In 1,1-dichloroethane; water at 20℃; for 0.333333h;	95%

5-amino-3,4-dimethylisoxazol (19947-75-2) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-[(3,4-dimethyl-1,2-oxazol-5-yl)amino]piperidine-1-carboxylate

Conditions	Yield
Stage #1: 5-amino-3,4-dimethylisoxazol; 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With acetic acid In 1,2-dichloro-ethane at 25℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 25℃; for 48h;	95%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + acetylenemagnesium bromide (4301-14-8) → tert-butyl 3-ethynyl-3-hydroxypiperidine-1-carboxylate (287192-85-2)

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester; acetylenemagnesium bromide In tetrahydrofuran at 0℃; for 4h; Stage #2: With ammonium chloride In tetrahydrofuran; water	94%
In tetrahydrofuran at 0 - 20℃; for 12h;	80%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 4-((dimethylamino)methylene)-3-oxopiperidine-1-carboxylic acid tert-butyl ester (871726-72-6)

Conditions	Yield
at 100℃; for 2h;	94%
In N,N-dimethyl-formamide at 80℃; for 12h;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → C10H18N2O2

Conditions	Yield
With ammonium acetate In ethanol for 7h; Reflux; Large scale;	93.7%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate (143900-43-0)

Conditions	Yield
With recombinant Chryseobacterium sp. CA 49 ketoreductase; nicotinamide adenine dinucleotide In aq. phosphate buffer; isopropyl alcohol at 40℃; for 6h; pH=7.0; Enzymatic reaction; stereoselective reaction;	93%
With SmADH31 Kinetics; Enzymatic reaction; stereoselective reaction;	89%

5-bromo-3-methyl-6-oxo-1,6-dihydropyridine-2-carboxamide + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 6-bromo-8-methyl-2H-spiro[imidazo[1,5-a]pyridine-3,3'-piperidine]-1,5-dione hydrochloride

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 110℃; for 16h; Sealed tube;	93%

1-(5-Amino-1H-indazol-1-yl)-2,2-dimethylpropan-1-one Maleate (1035096-74-2) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-(1-pivaloyl-1H-indazol-5-ylamino)piperidine-1-carboxylate (1035096-75-3)

Conditions	Yield
Stage #1: 1-(5-Amino-1H-indazol-1-yl)-2,2-dimethylpropan-1-one Maleate; 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane	91%
Stage #1: 1-(5-Amino-1H-indazol-1-yl)-2,2-dimethylpropan-1-one Maleate; 3-oxo-piperidine-1-carboxylic acid tert-butyl ester In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane Stage #3: With sodium hydrogencarbonate In 1,2-dichloro-ethane

(4-fluorobenzyl)magnesium chloride (1643-73-8) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-(4-fluorobenzyi)-3-hydroxypiperidine-1-carboxylate

Conditions	Yield
In tetrahydrofuran at 20℃; for 3h;	90%
In tetrahydrofuran at 20℃; for 3h;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + 2-nitrobenzyl chloride (610-14-0) → tert-butyl 4-(2-nitrobenzoyl)-3-carbonylpiperidine-1-carboxylate

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With lithium diisopropyl amide In tetrahydrofuran at -78 - -40℃; for 1h; Inert atmosphere; Stage #2: 2-nitrobenzyl chloride In tetrahydrofuran at -40 - 30℃; for 3h; Inert atmosphere;	90%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + 6-(4-chlorophenyl)-2-oxo-4-(piperidin-1-yl)-2H-pyran-3-carbonitrile (518308-79-7) → tertbutyl 8-(4-chlorophenyl)−5-cyano-6-(piperidin-1-yl)−3,4-dihydroquinoline-1(2H)-carboxylate

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.8h; Irradiation; Sonication; Green chemistry;	89%
With sodium amide; dimethyl sulfoxide at 25 - 35℃; for 3h; regioselective reaction;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + 6-(4-chloro-phenyl)-2-oxo-4-(4-phenyl-piperazin-1-yl)-2H-pyran-3-carbonitrile (388573-73-7) → tertbutyl 8-(4-chlorophenyl)−5-cyano-6-(4-phenylpiperazin-1-yl)−3,4-dihydroquinoline-1(2H)-carboxylate

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.833333h; Irradiation; Sonication; Green chemistry;	89%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 3-(dimethylamino)piperidinyl-1-carboxylate (1000576-83-9)

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Stage #2: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane	88%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) + dimethyl amine (124-40-3) → tert-butyl 3-(dimethylamino)piperidinyl-1-carboxylate (1000576-83-9)

Conditions	Yield
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester; dimethyl amine In tetrahydrofuran; dichloromethane at 20℃; for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran; dichloromethane at 20℃;	88%
Stage #1: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester; dimethyl amine In ethanol at 0 - 20℃; for 2h; Stage #2: With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 16h;

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → C10H19NO3

Conditions	Yield
With NAD; isopropyl alcohol In aq. phosphate buffer at 30℃; for 12h; pH=7; Reagent/catalyst; Microbiological reaction; Green chemistry; Enzymatic reaction; stereoselective reaction;	88%

6-azaindole (271-29-4) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → tert-butyl 5-(1H-pyrrolo[2,3-c]pyridin-3-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Conditions	Yield
With potassium hydroxide In methanol; water at 75℃; for 48h;	87%

Upstream product

• 85275-45-2 N-tert-butoxycarbonyl-3-piperidinol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 6859-99-0 3-hydroxypiperazine 
• 40114-49-6 1-benzyl-3-piperidone 
• 34619-03-9 tert-butyldicarbonate 
• 5132-07-0 TEMPO 
• 114615-82-6 tetrapropylammonium perruthennate 
• 7529-22-8 4-methylmorpholine N-oxide 
• 50606-58-1 N-benzyl-3-piperidinone hydrochloride 
• 50717-82-3 piperidin-3-one 
• 109-00-2 3-HYDROXYPYRIDINE 
• 276872-89-0 tert-butyl 3-methylidenepiperidine-1-carboxylate 
• 143900-43-0 tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate 
• 1179348-67-4 C₁₂H₂₃NO₄S 

Downstream Products

• 181184-19-0 5-fluoro-3-(1-t-butoxycarbonyl-1,2,3,4-tetrahydropyridin-5-yl)-1H-indole 
• 149108-74-7 5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 180691-65-0 5-trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 173086-67-4 1,1-dimethylethyl 3-(3,4-dichlorophenyl)-3-hydroxy-1-piperidinecarboxylate 
• 855784-26-8 tert-butyl (3E)-3-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate 
• 1590372-40-9 tert-butyl (3Z)-3-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate 
• 382637-47-0 3-(4-fluorobenzyl)-piperidine 
• 745815-09-2 (3R)-tert-butyl 3-(4-fluorobenzyl)piperidine-1-carboxylate 
• 745815-12-7 (3S)-tert-butyl 3-(4-fluorobenzyl)piperidine-1-carboxylate 
• 31251-28-2 1,2,3,4,5,6-hexahydro[3,3']bipyridinyl 
• 861965-65-3 1-(4-fluorophenyl)-3-[3-(1,3-thiazol-2-yl)piperidin-1-yl]propan-1-one 
• 630121-79-8 3',4',5',6'-tetrahydro-2'H-[2,3']bipyridinyl-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Multi-chiral nitrogen-substituted piperidinol derivative and preparation method thereof

The invention belongs to the technical field of preparation of chiral piperidine alcohol compounds. The invention particularly relates to a multi-chiral nitrogen-substituted piperidinol derivative and a preparation method thereof. The 3 -hydroxypyridine serves as a starting raw material, and the corresponding substrate is obtained through catalytic hydrogenation reduction, amino protection, hydroxyl oxidation and Stork enamine - carbon alkylation to obtain the corresponding substrate. The process is simple, the reaction conditions are mild, and in particular, the ketone reducing liquid enzyme (KRED - 101) is selectively catalyzed, so that a chiral target product is obtained, and the yield is stable and the three wastes are few. The obtained piperidine heterocyclic derivative with the chiral center body has a plurality of drug activities and is suitable for industrial production.

A pharmaceutical intermediate N - BOC - 3 - piperidone preparation method (by machine translation)

The invention belongs to the field of organic synthetic technology, in particular to a pharmaceutical intermediate N - BOC - 3 - piperidone of the preparation method. To solve the problems of the prior N - BOC - 3 - piperidone in the preparation method of catalyst used is 2, 2, 6, 6 - tetramethyl piperidine nitrogen oxygen free radical or its derivatives catalytic abilities and the catalytic activity is low, the problem of catalyst is difficult to be recycled. The preparation method comprises: the 3 - hydroxy piperidine and sodium carbonate, di-T-n-butyl is the reaction in a solvent, to prepare the N - BOC - 3 - hydroxy piperidine; the N - BOC - 3 - hydroxy piperidine and potassium bromide, catalyst, sodium hypochlorite in weakly alkaline conditions arranged below the reaction in a solvent, to obtain N - BOC - 3 - piperidone. Preparation method of this invention the use of cross-linked polystyrene [...] in 9 - aza bicyclo [3, 3, 1] - nonyl - 9 - oxygen free radical as the catalyst, the use of sodium hypochlorite solution to carry out oxidation, in the method, the catalyst is easily recycled, can improve the preparation with the yield of the product, reducing N - BOC - 3 - piperidone the production cost of the, and can reduce the pollution of the environment. (by machine translation)

A N - Boc - 3 - piperidone preparation method (by machine translation)

The invention discloses a N - Boc - 3 - piperidone preparation method, which belongs to the technical field of organic synthesis. N - benzyl - 3 - hydroxy pyridine quaternary ammonium salt in the presence of a Lewis acid with potassium borohydride reduction reaction to obtain N - benzyl - 3 - piperidone; then after catalytic hydrogenation conditions with palladium of di-T-n-butyl reaction to obtain N - Boc - 3 - piperidone. Compared with the prior synthetic method, the invention one-step reaction will be N - benzyl - 3 - hydroxy pyridine quaternary ammonium salt selective reduction to obtain N - benzyl - 3 - piperidone, the reaction is fast, convenient separation of products, less side reaction, the advantages of synthetic route is simple. (by machine translation)