Introduction：Basic information about (S)-3-Hydroxypyrrolidine hydrochloride CAS 122536-94-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
(S)-3-Hydroxypyrrolidine hydrochloride Basic information
| Product Name: | (S)-3-Hydroxypyrrolidine hydrochloride |
| Synonyms: | (S)-PYRROLIDIN-3-OL HCL;(S)-PYRROLIDINE-3-OL HYDROCHLORIDE;TIMTEC-BB SBB004272;(S)-3-HYDROXY PYRROLIDINE HCL;(S)-3-HYDROXYPYRROLIDINE HYDROCHLORIDE;(S)-(-)-3-PYRROLIDINOL HYDROCHLORIDE;(S)-3-PYRROLIDINOL HYDROCHLORIDE;3-PYRROLIDINOL, HYDROCHLORIDE, (3S) |
| CAS: | 122536-94-1 |
| MF: | C4H10ClNO |
| MW: | 123.58 |
| EINECS: | 672-315-7 |
| Product Categories: | Chiral chemicals;Benzenes;pharmacetical;Pyrrole&Pyrrolidine&Pyrroline;chiral;Heterocyclic Compounds;Alcohols and Derivatives;Intermediate;1 |
| Mol File: | 122536-94-1.mol |
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(S)-3-Hydroxypyrrolidine hydrochloride Chemical Properties
| Melting point | 104-107°C |
| Boiling point | 108-110℃/8mm |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Sparingly), Methanol (Slightly) |
| form | Solid |
| color | Off-White to Pale Beige |
| Stability: | Hygroscopic |
| InChI | InChI=1/C4H9NO.ClH/c6-4-1-2-5-3-4;/h4-6H,1-3H2;1H/t4-;/s3 |
| InChIKey | QPMSJEFZULFYTB-NDILARRWNA-N |
| SMILES | O[C@@H]1CNCC1.Cl |&1:1,r| |
| CAS DataBase Reference | 122536-94-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | -36/37/38 |
| Safety Statements | 26-37 |
| HS Code | 29339900 |
(S)-3-Hydroxypyrrolidine hydrochloride Usage And Synthesis
| Chemical Properties | almost white crystalline powder |
| 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. |
| Synthesis | (3S)-N-benzyl-3-hydroxypyrrolidine-2,5-dione (100g), added to a 1L high-pressure reactor, add ethanol 500mL, add 10% palladium carbon (58% water content, model D10H5A, Shaanxi Ruike New Materials Co., Ltd.) 5g, through the hydrogen, keep the pressure of the reaction system 0.5MPa, slowly raise the temperature to 70 ??, the reaction for 5 hours. The reaction was completed by central control, filtered to recover the palladium carbon, concentrated the solvent, added isopropanol (200 mL) to the residue and stirred to dissolve completely, added concentrated hydrochloric acid (45 mL, 12M, 1.1eq) dropwise, stirred overnight at room temperature, and filtered to obtain a white solid, i.e., 51g of (S)-3-pyrrolidinol hydrochloride, with 85% yield and 99.1% purity. |
| References | [1] Patent: EP2803664, 2014, A1. Location in patent: Paragraph 0153; 0154
[2] Patent: US2015/5282, 2015, A1. Location in patent: Paragraph 0224; 0225
[3] Patent: CN105646321, 2016, A. Location in patent: Paragraph 0031; 0032 |
(S)-3-Hydroxypyrrolidine hydrochloride Preparation Products And Raw materials
| Raw materials | Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->Dichloromethane-->Acetic acid-->PETROLEUM ETHER-->Lithium Aluminum Hydride-->Sodium borohydride-->Acetyl chloride-->Calcium chloride-->Benzylamine-->HEAVY DISTILLATE-->L-Malic acid |
| Preparation Products | Larotrectinib Sulfate |
