HCID 22347460, compound → HCID 68787025, compound

HRID 897020Notes

Reaction equation

[C:1]([O:5][C:6]([C:8]1[CH:9]=[C:10]([S:19]([NH2:22])(=[O:21])=[O:20])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:23]([O:30][C:31](=[O:49])[C:32]1[C:33](=[CH:44][C:45]([Cl:48])=[CH:46][CH:47]=1)[NH:34][C:35](OC1C=CC=CC=1)=[O:36])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:1]([O:5][C:6]([C:8]1[CH:9]=[C:10]([S:19]([NH:22][C:35]([NH:34][C:33]2[CH:44]=[C:45]([Cl:48])[CH:46]=[CH:47][C:32]=2[C:31]([O:30][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:49])=[O:36])(=[O:20])=[O:21])[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]=1[OH:18])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 22347460HCID 22347460, compound

HCID 22347467HCID 22347467, compound

Product 1

HCID 68787025HCID 68787025, compoundYield 73.2%

Procedure

From 323 mg (1.00 mmol) of 3-t-butoxycarbonyl-4-hydroxy-1-naphthalenesulfonamide and 381 mg (1.00 mmol) of 4-chloro-2-N-phenoxycarbonylanthranilic acid benzylester in a similar manner to Preparation Example 17, 447 mg (yield 73%) of 4-({[(2-benzyloxycarbonyl-5-chloroanilino)carbonyl]amino}sulfonyl)-1-hydroxy-2-naphthalene carboxylic acid t-butylester (property: colorless amorphous, PMR (δppm, DMSO-d6): 1.66 (9H, s), 5.34 (3H, s), 6.98 (1H, d), 7.35-7.48 (5H, m), 7.66 (1H, m), 7.81 (1H, m), 7.89 (1H, d), 8.37 (2H, m), 8.44 (1H, s), 8.71 (1H, d), 10.02 (1H, br), 12.52 (1H, br)) was obtained.

Sources & evidence

ORD record: ord-c1d0ee284f044cc685483278a17e87f5
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06921766B1

Reaction notes

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