HCID 22347460, compound → HCID 68787025, compound

HRID 1376274Notes

Reaction equation

HRID 1376274 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].[Cl:23][C:24]1[CH:25]=[C:26]([NH:40][C:41](OC2C=CC=CC=2)=[O:42])[C:27](=[CH:38][CH:39]=1)[C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29]>>[C:1]([O:5][C:6]([C:8]1[CH:9]=[C:10]([S:19]([NH:22][C:41]([NH:40][C:26]2[CH:25]=[C:24]([Cl:23])[CH:39]=[CH:38][C:27]=2[C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])=[O:42])(=[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

3

Reactant 2

HCID 22347460HCID 22347460, compoundHCID 22347467HCID 22347467, compound

Product 1

HCID 68787025HCID 68787025, compoundYield 73.2%

Procedure

323 mg (1.00 mmol) of 3-t-butoxycarbonyl-4-hydroxy-1-naphthalenesulfonamide and 381 mg (1.00 mmol) of benzyl 4-chloro-2-N-phenoxycarbonylanthranilate were treated in the same way as in Example 17 to obtain 447 mg (yield 73%) of 4-({[(2-benzyloxycarbonyl-5-chloroanilino)carbonyl]amino}sulfonyl)-1-hydroxy-2-naphthalenecarboxylic acid t-butyl ester. Properties: colorless amorphous, PMR (δ ppm, DMSO-d6): 1.66 (9H, s), 5.34 (3H8 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).

Sources & evidence

ORD record
ord-61b3fca24d4c4984ae3de1bd39d83dd1
Source dataset
uspto-grants-2007_01
Patent number
US07169951B2

Reaction notes

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