p-Toluenesulfonic acid monohydrate → HCID 86756952, compound

HRID 1979243Notes

Reaction equation

HRID 1979243 reaction equation
O1CCCCC1[O:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:22]([NH:24][N:25]([C:30](=[O:39])[CH2:31][C:32]([N:34]1[CH:38]=[CH:37][N:36]=[CH:35]1)=[O:33])[CH2:26][CH:27]([CH3:29])[CH3:28])=[O:23])[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10].O.[C:45]1([CH3:55])[CH:50]=[CH:49][C:48]([S:51]([OH:54])(=[O:53])=[O:52])=[CH:47][CH:46]=1>CO>[C:45]1([CH3:55])[CH:46]=[CH:47][C:48]([S:51]([OH:54])(=[O:52])=[O:53])=[CH:49][CH:50]=1.[OH:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:40][CH:41]([CH3:43])[CH3:42])[C:22]([NH:24][N:25]([C:30](=[O:39])[CH2:31][C:32]([N:34]1[CH:38]=[CH:37][N:36]=[CH:35]1)=[O:33])[CH2:26][CH:27]([CH3:29])[CH3:28])=[O:23])[CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:10]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86756954HCID 86756954, compound

Product 1

HCID 86756952HCID 86756952, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.390 g of 2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenylbutyl]-2′-[2-(1-imidazoyl)acetyl]-2′-isobutyl-4-methylvalerohydrazide in 5 ml of methanol was treated with 0.143 g of p-toluenesulphonic acid monohydrate. The mixture was stirred at room temperature for 1 hour and evaporated. The residue was triturated with diethyl ether, filtered and dried to give 0.320 g of 2(R)-[1(S)-(hydroxycarbamoyl)-4-phenylbutyl]-2′-[2-(1-imidazoyl)acetyl]-2′-isobutyl-4-methylvalerohydrazide p-toluenesulphonate in the form of a pale pink solid.

Workup

  1. customevaporated
  2. customThe residue was triturated with diethyl ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-ed86e3206db54717ab92dc1ede3854b6
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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