Home Categories Pharmaceutical intermediates (S)-1-Boc-3-hydroxypiperidine
A1354212

(S)-1-Boc-3-hydroxypiperidine , 97% , 143900-44-1

Synonym(s):
(S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate

CAS NO.:143900-44-1

Empirical Formula: C10H19NO3

Molecular Weight: 201.26

MDL number: MFCD06659041

Pack Size Price Stock Quantity
1G RMB23.20 In Stock
5G RMB31.20 In Stock
25g RMB3079.20 In Stock
100g RMB7999.20 In Stock
500g RMB23999.20 In Stock
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Update time: 2022-07-08

PRODUCT 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.
form  Powder or Crystalline Powder
pka 14.74±0.20(Predicted)
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

Description and Uses

(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.

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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  3
HS Code  29339900

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