(S)-3-Hydroxypyrrolidine hydrochloride

Base Information

• Chemical Name: (S)-3-Hydroxypyrrolidine hydrochloride
• CAS No.: 122536-94-1
• Molecular Formula: C4H9NO^.HCl
• Molecular Weight: 123.582
• Hs Code.: DERIVATION
• Mol file: 122536-94-1.mol

Synonyms:(S)-pyrrolidin-3-ol hydrochloride;(S)-3-Hydroxypyrrolidine HCl;(3S)-3-Hydroxypyrrolidine hydrochloride;(S)-3-Pyrrolidinol Hydrochloride;

Chemical Property of (S)-3-Hydroxypyrrolidine hydrochloride

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.018mmHg at 25°C
• Melting Point: 104-107 °C
• Boiling Point: 224.7 °C at 760 mmHg
• Flash Point: 105.8 °C
• PSA: 32.26000
• LogP: 0.47140
• Storage Temp.: Room temperature.
• Solubility.: DMSO (Sparingly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

(S)-3-HydroxypyrrolidineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: -36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-3-Hydroxypyrrolidine Hydrochloride is a useful intermediate for the synthesis of Asimadoline Hydrochlorine (A788250), used in the treatment of IBS, a disorder associated with pain and altered bowel function.

Technology Process of (S)-3-Hydroxypyrrolidine hydrochloride

There total 4 articles about (S)-3-Hydroxypyrrolidine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

(3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione (101469-91-4) → (S)-3-hydroxypyrrolidine hydrochloride (122536-94-1,111810-68-5)

Guidance literature:

(3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione; With palladium 10% on activated carbon; hydrogen; In ethanol; at 75 ℃; for 5h; under 4125.41 Torr; Autoclave;

With hydrogenchloride; In isopropyl alcohol; at 20 ℃; Temperature; Pressure;

Reference yield:

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5,83220-73-9) → (S)-3-hydroxypyrrolidine hydrochloride (122536-94-1,111810-68-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.5h;

Reference yield:

(S)-4-chloro-3-hydroxy butyronitrile (127913-44-4,637-75-2) → (S)-3-hydroxypyrrolidine hydrochloride (122536-94-1,111810-68-5)

Guidance literature:

With hydrogenchloride; hydrogen; In methanol; water; at 80 ℃; under 7600.51 Torr;

DOI:10.1016/j.cattod.2009.04.022

upstream raw materials:

(S)-4-chloro-3-hydroxy butyronitrile

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

(3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione

Downstream raw materials:

(S)-3-hydroxy-1-pyrrolidinecarboxylic acid phenylmethyl ester

(3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester

Refernces

• 1、 -. "Preparation method of (S)-3-hydroxypyrrolidine hydrochloride". Paragraph 0031; 0032. . Retrieved 2016/11/09.
• 2、 -. "POLYCYCLIC DERIVATIVES, PREPARATION METHOD AND MEDICAL USES THEREOF". Paragraph 0153; 0154. . Retrieved 2014/12/09.