Ethanol → HCID 54221625, compound

HRID 1170592Notes

Reaction equation

HRID 1170592 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C@@H:19]([CH:32]([CH3:34])[CH3:33])[C:20]([O:22]CC1C=CC(OC)=CC=1)=[O:21])=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C>ClCCl>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C@@H:19]([CH:32]([CH3:34])[CH3:33])[C:20]([OH:22])=[O:21])=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 54417723HCID 54417723, compound

Product 1

HCID 54221625HCID 54221625, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-methoxybenzyl 2-(N-benzyloxycarbonyl-L-valyloxy)-3-methyl-(S)-(+)-butyrate was de-esterified by the method described in Example A-I-1, step c. The title compound (3.41 g) was obtained after silica gel column chromatography (2, 10, 20% ethanol in dichloromethane). Rf (2% MeOH/CHCl3) 0.45. The compound may be activated and esterified directly to a drug or further modified as described below:

Sources & evidence

ORD record
ord-74b4b87fef774daaaebad84b4e6abba5
Source dataset
uspto-grants-2010_11
Patent number
US07825238B2

Reaction notes

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