HCID 22347460, compound → HCID 68787265, compound

HRID 897021Notes

Reaction equation

HRID 897021 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:14][C:13]=1[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:29]([O:36][C:37](=[O:55])[C:38]1[C:39](=[CH:50][C:51]([Cl:54])=[CH:52][CH:53]=1)[NH:40][C:41](OC1C=CC=CC=1)=[O:42])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([O:36][C:37](=[O:55])[C:38]1[CH:53]=[CH:52][C:51]([Cl:54])=[CH:50][C:39]=1[NH:40][C:41]([NH:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([NH:11][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])=[C:13]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH:14]=1)(=[O:19])=[O:20])=[O:42])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 22347460HCID 22347460, compoundHCID 22347482HCID 22347482, compound

Product 1

HCID 68787265HCID 68787265, compoundYield 83%

Procedure

From 834 mg (2.05 mmol) of 4-benzyloxycarbonylamino-3-t-butoxycarbonylbenzenesulfonamide and 783 mg (2.05 mmol) of 4-chloro-2-N-phenoxycarbonylanthranilic acid benzylester in a similar manner to Preparation Example 17, 1.18 g (yield 83%) of 2-{[(4-benzyloxycarbonylamino-3-t-butoxycarbonylbenzenesulfonylamino)carbonyl]amino}-4-chlorobenzoic acid benzylester (property: colorless amorphous, PMR (δppm, CDCl3): 1.56 (9H, s), 5.22 (2H, s), 5.37 (2H, s), 7.04 (1H, dd), 7.33-7.42 (10H, m), 7.97 (1H, d), 8.14 (1H, d), 8.45 (1H, d), 8.60 (1H, d), 8.65 (1H, d), 11.01 (1H, s), 11.11 (1H, s)) was obtained.

Sources & evidence

ORD record
ord-b5f8fa74105446db90ce7be2384fef5e
Source dataset
uspto-grants-2005_07
Patent number
US06921766B1

Reaction notes

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