Ethanol → HCID 54417723, compound

HRID 1790757Notes

Reaction equation

HRID 1790757 reaction equation
[OH:1][C@@H:2]([CH:15]([CH3:17])[CH3:16])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:4].[CH2:18]([O:25][C:26]([NH:28][C@H:29]([C:33](O)=[O:34])[CH:30]([CH3:32])[CH3:31])=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(O)C>ClCCl>[CH2:18]([O:25][C:26]([NH:28][C@H:29]([C:33]([O:1][C@@H:2]([CH:15]([CH3:17])[CH3:16])[C:3]([O:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1)=[O:4])=[O:34])[CH:30]([CH3:32])[CH3:31])=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 726987N-Carbobenzoxy-L-valineHCID 54429101HCID 54429101, compound

Product 1

HCID 54417723HCID 54417723, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Methoxybenzyl 2-hydroxy-3-methyl-(S)-(+)-butyrate was acylated with N-benzyloxycarbonyl-L-valine by the method described in Example A-I-1, step b. The title compound (5.74 g) was obtained after silica gel column chromatography (0, 1, 1.5% ethanol in dichloromethane). Rf (2% MeOH/CHCl3) 0.70.

Sources & evidence

ORD record
ord-d1f715994313416e96876e3bf88df36c
Source dataset
uspto-grants-2006_07
Patent number
US07071173B2

Reaction notes

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