(S)-1-Boc-3-hydroxypiperidine
Synonym(s):(S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate
- CAS NO.:143900-44-1
- Empirical Formula: C10H19NO3
- Molecular Weight: 201.26
- MDL number: MFCD06659041
- EINECS: 1308068-626-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-05-08 10:32:36
What is (S)-1-Boc-3-hydroxypiperidine?
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
The Uses of (S)-1-Boc-3-hydroxypiperidine
(S)-1-Boc-3-hydroxypiperidine is used as pharmaceutical intermediate.
The Uses of (S)-1-Boc-3-hydroxypiperidine
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.
Properties of (S)-1-Boc-3-hydroxypiperidine
| 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 |
| CAS DataBase Reference | 143900-44-1(CAS DataBase Reference) |
Safety information for (S)-1-Boc-3-hydroxypiperidine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (S)-1-Boc-3-hydroxypiperidine
| InChIKey | UIJXHKXIOCDSEB-QMMMGPOBSA-N |
| SMILES | N1(C(OC(C)(C)C)=O)CCC[C@H](O)C1 |
(S)-1-Boc-3-hydroxypiperidine manufacturer
Archerchem Healthcare Pvt., Ltd. (part of Archerchem Group)
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