Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 69926974 | HCID 69926974 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69969029 | HCID 69969029 | 92% |
Reaction Steps
(RS)-3-(4-Benzyloxy-benzenesulfonyl)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (13.4 mg, 0.031 mmol) was dissolved in MeOH (0.5 ml), cooled to 0° C. and treated with NaBH4 (1.64 mg, 0.043 mmol). After 0.5 hour stirring at 0° C., the reaction mixture was acidified to pH 1 with 1N HCl. The aqueous phase was extracted with CH2Cl2. The combined organic phases were washed with H2O, dried over Na2SO4, filtered and the solvent was evaporated to provide (3RS,4SR)-3-(4-benzyloxy-benzenesulfonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (12.3 mg, 92%) as a white solid, MS: m/e=434.4 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06451819B2 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-87f367d4b9db4ebcaaf5ec55e96c10c5 |
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| Source note | uspto-grants-2002_09 |
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