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

HRID 2120145Notes

Reaction equation

HRID 2120145 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].[C:12]1([CH:18]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[O:19][CH2:20][C@@H:21]([NH2:26])[CH2:22][CH:23]([CH3:25])[CH3:24])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:12]1([CH:18]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[O:19][CH2:20][C@@H:21]([NH:26][C:9]([C@H:7]2[O:8][C@@H:6]2[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[O:11])[CH2:22][CH:23]([CH3:25])[CH3:24])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 11030109(2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acidHCID 120514871-(S)-(diphenylmethoxy)methyl-3-methylbutylamine

Product 1

HCID 12051488Ethyl (2S,3S)-3-[[1-(S)-diphenylmethoxymethyl-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)-(diphenylmethoxy)methyl-3-methylbutylamine (its preparation is described in the after-mentioned Reference Example 3), to prepare the titled compound

Workup

  1. customits preparation

Sources & evidence

ORD record
ord-fade3ec7a37e49e8bd9b8db6190414cf
Source dataset
uspto-grants-2004_02
Patent number
US06689785B2

Reaction notes

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