Sodium cyanoborohydride → HCID 67852505, compound

HRID 2226394Notes

Reaction equation

HRID 2226394 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]([O:29][CH2:30][CH3:31])=[O:28])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O(CC(=O)C(O)=O)C1C=CC=CC=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:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([O:29][CH2:30][CH3:31])=[O:28]

Participants

5

Reactant 4

HCID 5003444Sodium cyanoborohydrideHCID 13146116HCID 13146116, compoundHCID 18965001HCID 18965001, compoundHCID 189941262-Oxo-3-phenoxypropanoic acid

Product 1

HCID 67852505HCID 67852505, compound

Procedure

React 1-[(S)-alanyl]octahydroindole-2(S)-carboxylic acid (preparable as described in Example 1) and ethyl phenoxypyruvate, (prepared from esterification of phenoxypyruvic acid as described in Example 9) with sodium cyanoborohydride as described in Example 1 to give the title compound.

Workup

  1. customReact

Sources & evidence

ORD record
ord-a078f2a1d3094782b1be6e72aa760234
Source dataset
uspto-grants-1994_09
Patent number
US05348944

Reaction notes

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