product Name |
(S)-1-Boc-3-hydroxypiperidine |
CAS No |
143900-44-1 |
Synonyms |
(S)-1-N-Boc-3-Hydroxy-Piperidine; (S)-3-Hydroxy-Piperidine-1-Carboxylic Acid Tert-Butyl Ester; (S)-3-Hydroxy-1-(Tert-Butoxycarbonyl)Piperidine; (S)-1-Boc-3-Piperidinol; (S)-N-(Tert-Butoxycarbonyl)-3-Hydroxypiperidine Hydrochloride; (S)-N-Boc-3-Hydroxy Piperidine; (S)-Tert Butyl-3-Hydroxypiperidine-1-Carboxylate; tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate; (S)-N-BOC-3-piperidinol; (S)-N-Boc-3-piperidine |
Molecular Formula |
C10H19NO3 |
Molecular Weight |
201.2628 |
InChI |
InChI=1/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 |
Molecular Structure |
|
Density |
1.107g/cm3 |
Melting point |
34-40℃ |
Boiling point |
292.3°C at 760 mmHg |
Refractive index |
1.495 |
Flash point |
130.6°C |
Vapour Pressur |
0.000198mmHg at 25°C |
Uses |
1.(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.
2.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.
3.(S)-1-Boc-3-hydroxypiperidine is used as pharmaceutical intermediate. |
Chemical Properties |
White Powder
|
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. |
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