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

HRID 989940Notes

Reaction equation

HRID 989940 reaction equation
[OH:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[O:7])=[CH:4][CH:3]=1.[CH2:20]([O:27][C:28]([NH:30][C@H:31]([C:35](O)=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(O)C>ClCCl>[CH2:20]([O:27][C:28]([NH:30][C@H:31]([C:35]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[O:7])=[CH:18][CH:19]=1)=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 726987N-Carbobenzoxy-L-valineHCID 12119266Benzoic acid, 4-hydroxy-, (4-methoxyphenyl)methyl ester

Product 1

HCID 233875464-Methoxybenzyl 4(N-benzyloxycarbonyl-L-valyloxy)benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Methoxybenzyl 4hydroxybenzoate was acylated with N-benzyloxycarbonyl-L-valine by the method described in Example A-I-1, step b. The title compound (2.71 g) was obtained after silica gel column chromatography (0, 1% ethanol in dichloromethane). Rf (2%MeOH/CHCl3) 0.70.

Sources & evidence

ORD record
ord-7bbb0634c8804c038a51f2157a89cb1d
Source dataset
uspto-grants-2002_10
Patent number
US06458772B1

Reaction notes

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