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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600382Generated: November 4, 2026

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

https://huagongshe.com/reaction/1600382

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diolHCID 9796935—
Reactant(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diolHCID 10967943—
Product(4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinoneHCID 985912570%

Reaction Steps

The reaction procedure of Example 9 was repeated except that 434 mg (1.27 mmols) of (2S,3S)-3-(t-butoxycarbonylamino) -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 (4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744630
Source datasetuspto-grants-1998_04
ORD IDord-dd93a2ca822e422fa5b71b1acfb2d49f
Source noteuspto-grants-1998_04