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143900-44-1

Basic Information
CAS No.: 143900-44-1
Name: 1-Piperidinecarboxylicacid, 3-hydroxy-, 1,1-dimethylethyl ester, (3S)-
Molecular Structure:
Molecular Structure of 143900-44-1 (1-Piperidinecarboxylicacid, 3-hydroxy-, 1,1-dimethylethyl ester, (3S)-)
Formula: C10H19NO3
Molecular Weight: 201.26
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;
EINECS:
Density: 1.107 g/cm3
Melting Point: 34-40 °C
Boiling Point: 292.3 °C at 760 mmHg
Flash Point: 130.6 °C
Solubility:
Appearance:
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
Transport Information:
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate65%
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
ConditionsYield
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%
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
ConditionsYield
With Lipase PS In pentane at 20℃; for 4h;A n/a
B 22%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydrogencarbonate; triethylamine In dichloromethane; water at 25 - 35℃; enantiospecific reaction;
109-00-2

3-HYDROXYPYRIDINE

143900-44-1

tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

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

C20H16N2O3

143900-44-1

tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

C30H33N3O5

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
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
ConditionsYield
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%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
143900-44-1

tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

120739-87-9

2,6-dimethyl-pyridin-4-ylmethyl chloride

C18H28N2O3

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

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

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):   Xi