Sodium cyanoborohydride → HCID 67852557, compound
Reaction equation
[NH2:1][C@H:2]([C:4]([N:6]1[CH:14]2[CH:9]([CH2:10][CH2:11][CH2:12][CH2:13]2)[CH2:8][C@H:7]1[C:15]([OH:17])=[O:16])=[O:5])[CH3:3].[O:18]([CH2:25][C:26](=O)[C:27]([OH:29])=[O:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C([BH3-])#N.[Na+]>>[C:27]([CH:26]([NH:1][C@H:2]([C:4]([N:6]1[CH:14]2[CH:9]([CH2:10][CH2:11][CH2:12][CH2:13]2)[CH2:8][C@H:7]1[C:15]([OH:17])=[O:16])=[O:5])[CH3:3])[CH2:25][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([OH:29])=[O:28]Participants
4
Procedure
As described in Example 5, condense 1-[(S)-alanyl]octahydroindole-2(S)-carboxylic acid (prepared as described in Example 1) and phenoxypyruvic acid (preparable from ethyl phenoxyacetate and diethyl oxalate, followed by acid catalysed hydrolysis and decarboxylation) with sodium cyanoborohydride to obtain the title compound.
Sources & evidence
- ORD record