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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600383Generated: November 3, 2026

(2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol → (4R,5R)-5-hydroxymethyl-4-phenylmethyloxazolidinone

https://huagongshe.com/reaction/1600383

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diolHCID 9796935—
Reactant(2R,3R)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diolHCID 54284814—
Product(4R,5R)-5-hydroxymethyl-4-phenylmethyloxazolidinoneHCID 5382372570%

Reaction Steps

The reaction procedure of Example 9 was repeated except that 400 mg (1.27 mmols) of (2R,3R)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol was used in lieu of 400 mg (1.27 mmols) of (2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol and the reaction product was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to provide (183 mg (0.887 mmol, yield 70%) of (4R,5R)-5-hydroxymethyl-4-phenylmethyloxazolidinone as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744630
Source datasetuspto-grants-1998_04
ORD IDord-c00e71d198e746f3b6cb68bfee57b1f9
Source noteuspto-grants-1998_04