HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether → (2R,3R)-4-benzyloxy-1-tert-butyldimethylsilyloxy-3-(3-tolylmethyl)-2-butanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether | HCID 15708218 | — |
| Reactant | HCID 178425036 | HCID 178425036 | — |
| Product | (2R,3R)-4-benzyloxy-1-tert-butyldimethylsilyloxy-3-(3-tolylmethyl)-2-butanol | HCID 53649730 | — |
Reaction Steps
325 mg of (2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether obtained in Example 53, was subjected to Grignard reaction in the same manner as in Example 53 by using 3-tolylmethyl magnesium bromide (0.8M diethyl ether solution). The product was purificated by silica gel column chromatography to obtain 210 mg of (2R,3R)-4-benzyloxy-1-tert-butyldimethylsilyloxy-3-(3-tolylmethyl)-2-butanol as colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05122523 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-29903f7b127e496d86f4642b9dc85c01 |
| Source note | uspto-grants-1992_06 |