(2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid → Ethyl (2S,3S)-3-[[1-(S)-[alpha-(R)-methoxybenzyl]-3-methyl-butyl]carbamoyl]oxirane-2-carboxylate

HRID 1935416Notes

Reaction equation

HRID 1935416 reaction equation
[CH2:1]([O:3][C:4]([C@H:6]1[O:8][C@@H:7]1[C:9]([OH:11])=O)=[O:5])[CH3:2].[CH3:12][O:13][C@@H:14]([C@@H:21]([NH2:26])[CH2:22][CH:23]([CH3:25])[CH3:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:12][O:13][C@@H:14]([C@@H:21]([NH:26][C:9]([C@H:7]1[O:8][C@@H:6]1[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[O:11])[CH2:22][CH:23]([CH3:24])[CH3:25])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 11030109(2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acidHCID 120514721-(S)-[alpha-(R)-methoxybenzyl]-3-methylbutylamine

Product 1

HCID 12051473Ethyl (2S,3S)-3-[[1-(S)-[alpha-(R)-methoxybenzyl]-3-methyl-butyl]carbamoyl]oxirane-2-carboxylate

Procedure

The procedures of Example 1a were repeated employing (2S,3S)-3-ethoxycarbonyloxirane-2-carboxylic acid and 1-(S)-[α-(R)-methoxybenzyl]-3-methylbutylamine (its preparation is described in the after-mentioned Reference Example 2) to prepare the titled compound.

Workup

  1. customits preparation

Sources & evidence

ORD record
ord-76becee40c3349f59142b4f6b3369216
Source dataset
uspto-grants-2002_05
Patent number
US06387908B1

Reaction notes

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