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HomeProduct name list(S)-1-Boc-3-hydroxypiperidine

(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: 2024-06-05 13:26:43
(S)-1-Boc-3-hydroxypiperidine Structural

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

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.

The Uses of (S)-1-Boc-3-hydroxypiperidine

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

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)
ghs
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

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