HCID 22347460, compound → HCID 22557542, compound

HRID 897015Notes

Reaction equation

[CH2:1]([O:8][C:9]([NH:11][C:12]1[CH:13]=[C:14]([S:25]([NH2:28])(=[O:27])=[O:26])[CH:15]=[CH:16][C:17]=1[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[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:28][S:25]([C:14]1[CH:15]=[CH:16][C:17]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[C:12]([NH:11][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH:13]=1)(=[O:27])=[O:26])=[O:42])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

Reactant 2

HCID 22347460HCID 22347460, compound

HCID 22347462HCID 22347462, compound

Product 1

HCID 22557542HCID 22557542, compoundYield 77.1%

Procedure

From 2.84 g (6.99 mmol) of 3-benzyloxycarbonylamino-4-t-butoxycarbonylbenzenesulfonamide and 2.67 g (6.99 mmol) of 4-chloro-2-N-phenoxycarbonylanthranilic acid benzylester in a similar manner to Preparation Example 8, 3.74 g (yield 77%) of 2-{[(3-benzyloxycarbonylamino-4-t-butoxycarbonylbenzenesulfonylamino)carbonyl]amino}-4-chlorobenzoic acid benzylester (property: colorless amorphous, PMR (δppm, DMSO-d6): 1.54 (9H, s), 5.19 (2H, s), 5.34 (2H, s), 7.05 (1H, m), 7.34-7.58 (10H, m), 7.60 (1H, d), 7.90 (1H, d), 7.98 (1H, d), 8.50 (1H, br), 8.62 (1H, s), 10.00 (1H, br), 10.41 (1H, s)) was obtained.

Sources & evidence

ORD record: ord-caa9198550804e78ac2c7117b7564fb9
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06921766B1

Reaction notes

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