5-(N-phenylmethoxycarbonylcarbamimidoyl)-1-benzofuran-2-carboxylic acid → HCID 178451373, compound

HRID 1682660Notes

Reaction equation

HRID 1682660 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]([C:14]1[CH:15]=[CH:16][C:17]2[O:21][C:20]([C:22]([OH:24])=O)=[CH:19][C:18]=2[CH:25]=1)=[NH:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:26][C@H:27]1[CH2:32][CH2:31][C@H:30]([O:33][CH2:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:29][CH2:28]1>>[CH2:1]([O:8][C:9]([NH:11][C:12]([C:14]1[CH:15]=[CH:16][C:17]2[O:21][C:20]([C:22]([NH:26][C@H:27]3[CH2:32][CH2:31][C@H:30]([O:33][CH2:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:29][CH2:28]3)=[O:24])=[CH:19][C:18]=2[CH:25]=1)=[NH:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1403812485-(N-phenylmethoxycarbonylcarbamimidoyl)-1-benzofuran-2-carboxylic acidHCID 178451370HCID 178451370, compound

Product 1

HCID 178451373HCID 178451373, compoundYield 84.4%

Procedure

In the same manner as in Example 15 (3), 5-(benzyloxycarbonyl-amidino)-2-benzofurancarboxylic acid (183 mg, 0.541 mmol) and t-butyl trans-(4-aminocyclohexyloxy)acetate (124 mg, 0.541 mmol) were condensed, and purified by silica gel column chromatography (methylene chloride/methanol=30/1-10/1) to give 251 mg of compound (170) as a colorless solid (84%).

Workup

  1. customcondensed
  2. custompurified by silica gel column chromatography (methylene chloride/methanol=30/1-10/1)

Sources & evidence

ORD record
ord-35843e99358447f69bb921037c28ae9c
Source dataset
uspto-grants-1997_06
Patent number
US05635527

Reaction notes

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