Ethanol → Chloromethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate

HRID 989942Notes

Reaction equation

HRID 989942 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1)=[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.[Cl:31][CH2:32]Cl>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:32][Cl:31])=[O:24])=[CH:26][CH:27]=1)=[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 3

HCID 702EthanolHCID 6344DichloromethaneHCID 544688514-(N-benzyloxycarbonyl-L-valyloxy)benzoic acid

Product 1

HCID 54343725Chloromethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate

Procedure

4-(N-benzyloxycarbonyl-L-valyloxy)benzoic acid was esterified by the method described in Example A-I-1, step d. The title compound (0.95 g) was obtained after silica gel column chromatography (0, 1% ethanol in dichloromethane). Rf (2%MeOH/CHCl3) 0.80.

Sources & evidence

ORD record
ord-9582c4464caa4cf88dcfe9f9cb22f057
Source dataset
uspto-grants-2002_10
Patent number
US06458772B1

Reaction notes

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