2-Methylbenzenesulfonic acid hydrate → HCID 86588740, compound

HRID 1063930Notes

Reaction equation

HRID 1063930 reaction equation
O1CCCCC1[O:7][NH:8][C:9](=[O:39])[CH2:10][C@@:11]1([C:26]2[S:27][C:28]([C:31]3[CH:36]=[CH:35][C:34]([CH2:37][CH3:38])=[CH:33][CH:32]=3)=[CH:29][CH:30]=2)[S:17](=[O:19])(=[O:18])[CH2:16][CH2:15][N:14]([S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH2:13][CH2:12]1.O.C1(C)C(S(O)(=O)=O)=CC=CC=1>CO.C(Cl)(Cl)Cl>[OH:7][NH:8][C:9](=[O:39])[CH2:10][C@@:11]1([C:26]2[S:27][C:28]([C:31]3[CH:36]=[CH:35][C:34]([CH2:37][CH3:38])=[CH:33][CH:32]=3)=[CH:29][CH:30]=2)[S:17](=[O:18])(=[O:19])[CH2:16][CH2:15][N:14]([S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 124969952-Methylbenzenesulfonic acid hydrateHCID 86588741HCID 86588741, compound

Product 1

HCID 86588740HCID 86588740, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6212ChloroformSolvent2×

Procedure

To a solution of N-(2-tetrahydropyranyloxy)-2-[(S)-7-(5-(4-ethylphenyl)-2-thienyl]-1,1-dioxoperhydro-4-propanesulfonyl-1,4-thiazepin-7-yl]acetamide (3.51 g) in methanol (8 ml) and chloroform (8 ml) was added toluenesulfonic acid monohydrate (112 mg). The resulting mixture was stirred for 4 hours at room temperature. The solvent was evaporated off to give a pale yellow solid. Silica gel column chromatography (eluent: methanol in chloroform from 0 to 4%) afforded N-hydroxy-2-[(S)-7-[5-(4-ethylphenyl)-2-thienyl]-1,1-dioxoperhydro-4-propanesulfonyl-1,4-thiazepin-7-yl]acetamide (2.41 mg) as a white solid.

Workup

  1. customThe solvent was evaporated off
  2. customto give a pale yellow solid

Sources & evidence

ORD record
ord-3bdc7a53f1f74454a56cc3536f7a6f5a
Source dataset
uspto-grants-2005_11
Patent number
US06967197B2

Reaction notes

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