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

Melting point:

34-40 °C

Boiling point:

292.3±33.0 °C(Predicted)

Density 

1.107±0.06 g/cm3(Predicted)

Flash point:

110 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in methanol.

pka

14.74±0.20(Predicted)

form 

Powder or Crystalline Powder

color 

White to tan

optical activity

[α]22/D +10.0°, c = 1 in chloroform

InChI

InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(12)7-11/h8,12H,4-7H2,1-3H3/t8-/m0/s1

InChIKey

UIJXHKXIOCDSEB-QMMMGPOBSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC[C@H](O)C1

CAS DataBase Reference

143900-44-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

HS Code 

29339900

(S)-1-Boc-3-hydroxypiperidine Usage And Synthesis

Uses

(S)-1-Boc-3-hydroxypiperidine is an important chiral intermediate for the synthesis of ibrutinib, an anticancer drug targeting B-cell malignancies. Synthesis of pharmaceutical intermediates including ibrutinib, the API of the newly approved drug Imbruvica, for the treatment of lymphoma.

Description

(S)-1-Boc-3-hydroxypiperidine, alias (S)-N-Boc-3-hydroxypiperidine (S-NBHP) is an important chiral intermediate for the synthesis of ibrutinib, an anticancer drug targeting B-cell malignancies.S-NBHP can be prepared in a variety of ways such as chemically or biocatalytically. S-NBHP can be prepared in various ways, such as chemical synthesis or biocatalysis. Biocatalysis is an efficient process for the reduction of N-Boc-piperidin-3-one by recombinant keto reductase (KRED) catalytic to obtain optically pure S-NBHP using 99% yield. The asymmetric reduction of N-Boc-piperidin-3-one (NBPO) to (S)-NBHP can also be catalysed by a reductase (YDR541C) isolated from Saccharomyces cerevisiae in 99% yield.

Chemical Properties

White powder

Uses

(S)-1-Boc-3-hydroxypiperidine is used as pharmaceutical intermediate.

Uses

A piperidine derivative with an amine protecting group, (S)-1-Boc-3-hydroxypiperidine can be used in the preparation of biologically active compounds such as antagonists of the human P2X7 receptor and selective irreversible inhibitors for bruton's tyrosine kinase.

(S)-1-Boc-3-hydroxypiperidine(143900-44-1)Related Product Information

• 3-Hydroxypiperidine
• tert-Butyl acetate
• tert-Butyl peroxyacetate
• Haloperidol
• tert-Butanol
• (R)-1-BOC-3-HYDROXYPIPERIDINE,(R)-1-N-BOC-3-HYDROXYPIPERIDINE,(R)-N-BOC-3-HYDROXYPIPERIDINE
• Btk inhibitor 1 (R enantioMer hydrochloride)
• Ibrutinib Impurity 21
• N-BOC-2-HYDROXYPIPERIDINE
• (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)propan-1-one
• Ibrutinib Impurity 24
• Ibrutinib
• (S)-Ibrutinib
• (S)-3-Hydroxypiperidine
• Ibrutinib Dimer Impurity
• Ibrutinib Impurity 28
• Ibrutinib Impurity 25
• Acrylic anhydride