Iodide Ion → Iodomethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate

HRID 989943Notes

Reaction equation

HRID 989943 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C:19]1[CH:29]=[CH:28][C:22]([C:23]([O:25][CH2:26]Cl)=[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.[I-:30]>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][C:19]1[CH:29]=[CH:28][C:22]([C:23]([O:25][CH2:26][I:30])=[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

Participants

3

Reactant 2

HCID 30165Iodide IonHCID 54343725Chloromethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate

Product 1

HCID 54207092Iodomethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate

Procedure

Chloromethyl 4-(N-benzyloxycarbonyl-L-valyloxy)benzoate was converted to iodide by the method described in Example A-I-1, step e to give the title compound (1.16 g) practically pure. Rf (2%MeOH/CHCl3) 0.80.

Sources & evidence

ORD record
ord-2364c8557f0247f1b85854439006615c
Source dataset
uspto-grants-2002_10
Patent number
US06458772B1

Reaction notes

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