Introduction：Basic information about (S)-1-Boc-3-hydroxypiperidine CAS 143900-44-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
(S)-1-Boc-3-hydroxypiperidine Basic information
| Product Name: | (S)-1-Boc-3-hydroxypiperidine |
| Synonyms: | (S)-3-HYDROXY-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-3-HYDROXY-1-(TERT-BUTOXYCARBONYL)PIPERIDINE;(S)-1-BOC-3-HYDROXYPIPERIDINE;(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;1-PIPERIDINECARBOXYLIC ACID, 3-HYDROXY-, 1,1-DIMETHYLETHYL ESTER, (3S)- |
| CAS: | 143900-44-1 |
| MF: | C10H19NO3 |
| MW: | 201.26 |
| EINECS: | 1308068-626-2 |
| Product Categories: | Piperazine;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Piperidines;Anticancer;143900-44-1 |
| Mol File: | 143900-44-1.mol |
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(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) |
| Fp | 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 Rotation | [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 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
(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 | 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. |
| Uses | (S)-1-Boc-3-hydroxypiperidine is used as pharmaceutical intermediate. |
(S)-1-Boc-3-hydroxypiperidine Preparation Products And Raw materials
| Preparation Products | (S)-3-Hydroxypiperidine hydrochloride-->(3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine-->(S)-3-Methoxypiperidine-->(S)-3-(Toluene-4-sulfonyloxy)-piperidine-1-carboxylic acid tert-butyl ester-->(S)-1-(TERT-BUTOXYCARBONYL)PIPERIDIN-3-YL METHANESULFONATE |
