(S)-1-Boc-3-hydroxypiperidine supplier

Name
(S)-1-Boc-3-hydroxypiperidine
EINECS
CAS No. 143900-44-1
Article Data26
CAS DataBase
Density 1.107 g/cm³
Solubility
Melting Point 34-40 °C
Formula C₁₀H₁₉NO₃
Boiling Point 292.3 °C at 760 mmHg
Molecular Weight 201.266
Flash Point 130.6 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Piperidinecarboxylicacid, 3-hydroxy-, 1,1-dimethylethyl ester, (S)-;(S)-3-Hydroxypiperidine-1-carboxylic acid tert-butyl ester;(S)-N-Boc-3-hydroxypiperidine;1,1-Dimethylethyl(3S)-3-hydroxy-1-piperidinecarboxylate;1-Boc-(3S)-3-hydroxypiperidine;
PSA 49.77000
LogP 1.31610

Synthetic route

: 475058-41-4
(S)-3-hydroxypiperidine hydrochloride

: 24424-99-5
di-tert-butyl dicarbonate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 66h;	98%
With sodium hydrogencarbonate In ethanol; water at 21 - 22℃;	98.9%
With triethylamine In methanol at 20℃; for 0.5h;

: 98977-36-7
3-oxo-piperidine-1-carboxylic acid tert-butyl ester

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

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%

: 24424-99-5
di-tert-butyl dicarbonate

: (S)-3-hydroxypiperidine D-pyroglutamate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 3h; Time; Large scale;	97%

: (3S)-piperidin-3-ol (R) camphor sulphonic acid salt

: 24424-99-5
di-tert-butyl dicarbonate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 48h;	83%

: 24424-99-5
di-tert-butyl dicarbonate

: C5H11NO*C2H4O2

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 10℃;	73.95%

: 24424-99-5
di-tert-butyl dicarbonate

: (S)-1-((R)-2-Hydroxy-1-phenyl-ethyl)-piperidin-3-ol

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate	65%

: 123-20-6
vinyl n-butyrate

: 85275-45-2
N-tert-butoxycarbonyl-3-piperidinol

A: 143900-43-0
tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate

B: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

C: 3-(S)-butyroxy-N-Boc-piperidine

Conditions

Conditions	Yield
With savinase enzyme; N-ethyl-N,N-diisopropylamine In toluene for 42h; Reagent/catalyst; Solvent; Resolution of racemate; Enzymatic reaction;	A n/a B n/a C 31.7%

...Expand

: 108-05-4
vinyl acetate

: 85275-45-2
N-tert-butoxycarbonyl-3-piperidinol

A: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

B: tert-butyl (3R)-3-acetoxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With Lipase PS In pentane at 20℃; for 4h;	A n/a B 22%

...Expand

: 924651-53-6
3-methoxymethoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 98 percent / hydrogen / PtO2 / ethyl acetate / 1 h 2: HCl / methanol; H2O / 7 h / 20 °C 3: triethylamine / methanol / 0.5 h / 20 °C View Scheme

: 924651-55-8
tert-butyl (S)-3-(methoxymethoxy)piperidine-1-carboxylate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / methanol; H2O / 7 h / 20 °C 2: triethylamine / methanol / 0.5 h / 20 °C View Scheme

: 924651-52-5
allyl-(2-methoxymethoxy-but-3-enyl)-carbamic acid tert-butyl ester

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 92 percent / Grubb's catalyst 1st generation / CH2Cl2 / 24 h / 20 °C 2: 98 percent / hydrogen / PtO2 / ethyl acetate / 1 h 3: HCl / methanol; H2O / 7 h / 20 °C 4: triethylamine / methanol / 0.5 h / 20 °C View Scheme

: 374890-30-9
(3R,8S,8aS)-8-Hydroxy-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 66 percent / BH3*THF / 3.5 h / -78 - 25 °C 2: 65 percent / H2 / Pd/C / ethyl acetate View Scheme

: 98977-36-7
3-oxo-piperidine-1-carboxylic acid tert-butyl ester

A: 143900-43-0
tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate

B: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With KR-134; NAD; isopropyl alcohol In aq. phosphate buffer at 25℃; for 24h; pH=7; Enzymatic reaction;	A n/a B n/a
With D-glucose; NADP In aq. buffer at 35℃; for 5h; pH=8; Enzymatic reaction; enantioselective reaction;	A n/a B n/a
With D-glucose; NADP In aq. buffer at 35℃; for 5h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	A n/a B n/a

: 6859-99-0
3-hydroxypiperazine

: 24424-99-5
di-tert-butyl dicarbonate

A: 143900-43-0
tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate

B: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In dichloromethane; water at 25 - 35℃; enantiospecific reaction;

...Expand

: 109-00-2
3-HYDROXYPYRIDINE

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 5% rhodium-on-charcoal; hydrogen / water / 5 h / 85 °C / 45004.5 Torr / Autoclave; Large scale 2: ethanol / 1.5 h / Reflux; Large scale 3: sodium hydroxide / water / 3 h / 20 °C / Large scale View Scheme
Multi-step reaction with 3 steps 1.1: Rh/C; hydrogen / water / 44 h / 90 °C / 32253.2 Torr / Autoclave 2.1: ethanol / Reflux 3.1: triethylamine / methanol / 1 h / 20 °C 3.2: 0.3 h View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 91599-79-0
(S)-1-N-benzyl-3-hydroxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 40℃; under 15201 Torr; for 15h; Solvent; Pressure; Temperature; Autoclave;	Ca. 38 g

: 404577-34-0
(R)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 60 °C 2: sodium hydroxide / water; methanol / 20 °C View Scheme

: 14813-01-5
1-benzyl-3-hydroxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: butanone / 1 h / 20 °C 2: sodium hydroxide / dichloromethane; water / 1 h / 20 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme
Multi-step reaction with 3 steps 1: butanone / 1 h / 20 °C 2: sodium hydroxide / dichloromethane; water / 1 h / 20 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme
Multi-step reaction with 5 steps 1: isopropyl alcohol / 1 h / 20 °C 2: sodium hydroxide / dichloromethane / 1 h / 20 °C 3: N,N-dimethyl-formamide / 90 °C 4: sodium hydroxide / water; methanol / 20 °C 5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme
Multi-step reaction with 5 steps 1: butanone / 1 h / 20 °C 2: sodium hydroxide / dichloromethane / 1 h / 20 °C 3: N,N-dimethyl-formamide / 90 °C 4: sodium hydroxide / water; methanol / 20 °C 5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme

: 940890-90-4
(S)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: N,N-dimethyl-formamide / 90 °C 2: sodium hydroxide / water; methanol / 20 °C 3: triethylamine / dichloromethane / 1 h / 0 - 20 °C 4: N,N-dimethyl-formamide / 60 °C 5: sodium hydroxide / water; methanol / 20 °C View Scheme

: (S)-1-tert-butoxycarbonyl-3-acetoxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; Reagent/catalyst; Solvent;	16 g

: (S)-1-benzyl-3-benzoyloxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / water; methanol / 20 °C 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme

: tert-butyl (3R)-3-acetoxypiperidine-1-carboxylate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydroxide / water; methanol / 20 °C 2: triethylamine / dichloromethane / 1 h / 0 - 20 °C 3: N,N-dimethyl-formamide / 60 °C 4: sodium hydroxide / water; methanol / 20 °C View Scheme

: (S)-1-benzyl-3-hydroxypiperidine camphorsulfonate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / dichloromethane; water / 1 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide / water / 0.17 h / 0 - 5 °C 2: palladium on activated charcoal; hydrogen; methanol / 20 - 30 °C / 7500.75 - 11251.1 Torr / Inert atmosphere 3: triethylamine / dichloromethane / 0 - 10 °C View Scheme

: (R)-1-benzyl-3-hydroxypiperidine camphorsulfonate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydroxide / dichloromethane / 1 h / 20 °C 2: N,N-dimethyl-formamide / 90 °C 3: sodium hydroxide / water; methanol / 20 °C 4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme

: 91599-81-4
(R)-1-benzyl-3-hydroxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 90 °C 2: sodium hydroxide / water; methanol / 20 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 15 h / 40 °C / 15201 Torr / Autoclave View Scheme

: 143900-43-0
tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: N,N-dimethyl-formamide / 60 °C 3: sodium hydroxide / water; methanol / 20 °C View Scheme

: 94944-62-4
(S)-4,5-O-isopropylidene-4,5-dihydroxypentanenitrile

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / methanol; water / 5.5 h / 15 °C 2: triethylamine / dichloromethane / 20 h / 5 - 20 °C 3: hydrogen / methanol / 17 h / 85 °C / 5250.53 Torr 4: sodium carbonate / dichloromethane / 20 h / 10 °C View Scheme
Multi-step reaction with 5 steps 1: hydrogenchloride / methanol; water / 5.5 h / 15 °C 2: 1H-imidazole / chloroform / 50 °C 3: hydrogen; ammonia / methanol / 70 °C / 7500.75 Torr 4: hydrogenchloride / methanol / 55 °C 5: triethylamine / chloroform / 20 °C View Scheme

: (S)-4,5-dihydroxyvaleronitrile

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 20 h / 5 - 20 °C 2: hydrogen / methanol / 17 h / 85 °C / 5250.53 Torr 3: sodium carbonate / dichloromethane / 20 h / 10 °C View Scheme
Multi-step reaction with 4 steps 1: 1H-imidazole / chloroform / 50 °C 2: hydrogen; ammonia / methanol / 70 °C / 7500.75 Torr 3: hydrogenchloride / methanol / 55 °C 4: triethylamine / chloroform / 20 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 24211-55-0
(S)-3-hydroxypiperidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane at 10℃; for 20h; Temperature;	3.62 g

: 124-63-0
methanesulfonyl chloride

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 940890-90-4
(S)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1h; Inert atmosphere;	100%
With dmap; triethylamine In dichloromethane at 20℃; for 7h;	98%
With triethylamine In ethyl acetate at -5℃; for 1h;	96%

: 5-((4-(4-hydroxy-3-methyl-1H-pyrazol-1-yl)pyrimidin-2-yl)amino)-N,1-dimethyl-1H-indazole-3-carboxamide

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (R)-3-((3-methyl-1-(2-((1-methyl-3-(methylcarbamoyl)-1H-indazol-5-yl)amino)pyrimidin-4-yl)-1H-pyrazol-4-yl)oxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
With cyanomethylenetributyl-phosphorane In toluene at 100℃; for 2h; Inert atmosphere; Microwave irradiation;	100%

: 7-bromo-3-iodo-1H-pyrazolo[4,3-c]pyridine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (R)-3-(7-bromo-3-iodo-1H-pyrazolo[4,3-c]pyridin-1-yl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 4h;	99%

: C17H13N5O

: 814-68-6
acryloyl chloride

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: ibrutinib

Conditions

Conditions	Yield
Stage #1: C17H13N5O; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With triphenylphosphine In tetrahydrofuran for 0.333333h; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 10 - 15℃; for 2h; Darkness; Stage #3: acryloyl chloride Temperature; Solvent; Further stages;	95.1%

...Expand

: 98-59-9
p-toluenesulfonyl chloride

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1353993-49-3
tert-butyl (3S)-3-[[(4-methylbenzene)sulfonyl]oxy]piperidine-1-carboxylate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Cooling with ice;	93%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 40h;	91%
In pyridine at 0 - 25℃; for 5.5h;	85%

: 3-fluoro-5-(5-methyl-1,3-thiazol-2-yl)benzonitrile

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (3S)-3-[3-cyano-5-(5-methyl-1,3-thiazol-2-yl)phenoxy]piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: 3-fluoro-5-(5-methyl-1,3-thiazol-2-yl)benzonitrile In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;	93%

: 3-bromo-1H-pyrazolo[3,4-d]pyrimidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (R)-3-(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 0.0833333h; Stage #2: 3-bromo-1H-pyrazolo[3,4-d]pyrimidine In tetrahydrofuran for 4h;	92%

: 75-75-2
methanesulfonic acid

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 940890-90-4
(S)-3-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 2h; Inert atmosphere;	91%

: C20H16N2O3

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C30H33N3O5

Conditions

Conditions	Yield
Stage #1: C20H16N2O3 With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate In tetrahydrofuran at 25℃; for 16h;	90%

: 1354961-13-9
tert-butyl-5-chloro-2,4-di-fluorobenzoate

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: (S)-tert-butyl 3-(4-(tert-butoxycarbonyl)-2-chloro-5-fluorophenoxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 75℃; for 72h; Inert atmosphere;	89%

: 330786-24-8
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1022150-11-3
(3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In ethyl acetate at 10 - 30℃; Solvent; Darkness; Industrial scale;	88.1%
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 5℃; Mitsunobu Displacement; Inert atmosphere; Stage #2: 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine In tetrahydrofuran at 0 - 20℃; for 5h; Stage #3: With zinc(II) chloride In tetrahydrofuran at 30 - 40℃; for 2.5h;	80.2%
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 5℃; for 0.166667h; Mitsunobu Displacement; Inert atmosphere; Stage #2: 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine In tetrahydrofuran at 0 - 20℃; for 5h; Mitsunobu Displacement; Inert atmosphere;	72%

: 4-chloro-6-(4-phenoxyphenyl)pyrido[2,3-d]pyrimidin-7(8H)-one

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C29H29ClN4O4

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 12h;	86%

: 941685-26-3
4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrole[2,3-d]pyrimidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1374242-58-6
(S)-tert-butyl 3-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 1.5h; Inert atmosphere; Stage #2: 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine In dimethyl sulfoxide; mineral oil at 20 - 50℃;	85%

: 330786-24-8
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1022150-12-4
(R)-3-(4-phenoxyphenyl)-1-(1-piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 25℃; Temperature; Mitsunobu Displacement; Inert atmosphere; Large scale;	85%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 30℃; for 25h; Concentration; Temperature;	80.45%
Stage #1: 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 5h; Mitsunobu Displacement; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 5h;	69%

: 83255-86-1
3-bromo-4-aminopyrazolo<3,4-d>pyrimidine

: 603-35-0
triphenylphosphine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C33H34BrN6O2P

Conditions

Conditions	Yield
Stage #1: triphenylphosphine With di-isopropyl azodicarboxylate In tetrahydrofuran at 0 - 5℃; for 1h; Mitsunobu Displacement; Inert atmosphere; Stage #2: 3-bromo-4-aminopyrazolo<3,4-d>pyrimidine; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate In tetrahydrofuran at 0 - 5℃;	85%

...Expand

: 330786-24-8
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 603-35-0
triphenylphosphine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C45H43N6O3P

Conditions

Conditions	Yield
Stage #1: triphenylphosphine With di-isopropyl azodicarboxylate In tetrahydrofuran at 0 - 5℃; Mitsunobu Displacement; Inert atmosphere; Stage #2: 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate In tetrahydrofuran at 0 - 5℃; Reagent/catalyst;	84%

...Expand

: 151266-23-8
4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1276110-38-3
(R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; Mitsunobu Displacement;	83%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃;	80%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 20h;	75%

: 3-fluoro-5-(5-methyl-1,3-thiazol-2-yl)benzonitrile

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (3R)-3-[3-cyano-5-(5-methyl-1,3-thiazol-2-yl)phenoxy]piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: 3-fluoro-5-(5-methyl-1,3-thiazol-2-yl)benzonitrile In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;	82%

: 4-[(1R,2S)-1-(p-tolyl)-2-[(2,2,2-trifluoroacetyl)amino]propoxy]benzoic acid

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (3S)-3-[4-[(1R,2S)-1-(p-tolyl)-2-[(2,2,2-trifluoroacetyl)amino]propoxy]benzoyl]oxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 20h;	80%

: 626-05-1
2,6-Dibromopyridine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (S)-3-((6-bromopyridin-2-yl)oxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In 1,4-dioxane at 100℃; for 4h; Inert atmosphere;	79%

: 573675-25-9
5-bromo-3-nitropyridine-2-carbonitrile

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: tert-butyl (S)-3-((5-bromo-2-cyanopyridin-3-yl)oxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 5-bromo-3-nitropyridine-2-carbonitrile In tetrahydrofuran at 0 - 20℃; for 3h;	78%

: 943830-14-6
3-bromo-6-chloro-2-fluorophenol

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: (R)-tert-butyl 3-(3-bromo-6-chloro-2- fluorophenoxy)piperidine-1-carboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 23℃; for 16h; Mitsunobu Displacement;	77%

: 330786-24-8
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 998-40-3
tributylphosphine

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C43H47N6O3P

Conditions

Conditions	Yield
Stage #1: tributylphosphine With di-isopropyl azodicarboxylate In tetrahydrofuran at 0 - 5℃; for 1h; Mitsunobu Displacement; Inert atmosphere; Stage #2: 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate In tetrahydrofuran at 0 - 5℃;	75%

...Expand

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 120739-87-9
2,6-dimethyl-pyridin-4-ylmethyl chloride

: C18H28N2O3

Conditions

Conditions	Yield
Stage #1: tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Stage #2: 2,6-dimethyl-pyridin-4-ylmethyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;	74%

: C21H19IN2O3

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: C31H36IN3O5

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 25℃; for 8h;	73%

(S)-1-Boc-3-hydroxypiperidine Chemical Properties

Product Name: (S)-1-Boc-3-hydroxyPIPERIDINE
Synonyms: (S)-1-N-BOC-3-HYDROXY-PIPERIDINE; (S)-1-BOC-3-HYDROXYPIPERIDINE; (S)-N-BOC-3-HYDROXY PIPERIDINE;(S)-TERT BUTYL-3-HYDROXYPIPERIDINE-1-CARBOXYLATE;(S)-1-BOC-3-PIPERIDINOL;(S)-N-(TERT-BUTOXYCARBONYL)-3-HYDROXYPIPERIDINE HYDROCHLORIDE;(S)-3-HYDROXY-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-3-HYDROXY-1-(TERT-BUTOXYCARBONYL)PIPERIDINE;
The Molecular formula of (S)-1-Boc-3-hydroxypiperidine(143900-44-1) : C₁₀H₁₉NO₃
The Molecular Weight of (S)-1-Boc-3-hydroxypiperidine(143900-44-1) : 201.26
Molecular Structure :

mp: 34-40 °C
Fp: 110 °C

(S)-1-Boc-3-hydroxypiperidine Safety Profile

The Risk Statements information of (S)-1-Boc-3-hydroxypiperidine(143900-44-1):
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of (S)-1-Boc-3-hydroxypiperidine(143900-44-1):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
The Hazard Codes of (S)-1-Boc-3-hydroxypiperidine(143900-44-1):

Product Name

(S)-1-Boc-3-hydroxypiperidine

Synthetic route

(S)-1-Boc-3-hydroxypiperidine Chemical Properties

(S)-1-Boc-3-hydroxypiperidine Safety Profile

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