HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol → (4R,5R)-5-hydroxymethyl-4-phenylmethyloxazolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol | HCID 9796935 | — |
| Reactant | (2R,3R)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol | HCID 54284814 | — |
| Product | (4R,5R)-5-hydroxymethyl-4-phenylmethyloxazolidinone | HCID 53823725 | 70% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05744630 |
| Source dataset | uspto-grants-1998_04 |
| ORD ID | ord-c00e71d198e746f3b6cb68bfee57b1f9 |
| Source note | uspto-grants-1998_04 |