p-Toluenesulfonic acid monohydrate → HCID 131722589, compound

HRID 1979249Notes

Reaction equation

HRID 1979249 reaction equation
N[C@@H](C([N:6]([CH2:36][CH:37]([CH3:39])[CH3:38])[NH:7][C:8](=[O:35])[C@@H:9]([CH:14]([C:25](=[O:34])[NH:26][O:27]C1CCCCO1)[CH2:15][CH2:16][CH2:17][CH2:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH2:10][CH:11]([CH3:13])[CH3:12])=O)C.O.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44]([S:47]([OH:50])(=[O:49])=[O:48])=[CH:43][CH:42]=1>CO>[C:41]1([CH3:51])[CH:42]=[CH:43][C:44]([S:47]([OH:50])(=[O:48])=[O:49])=[CH:45][CH:46]=1.[CH:19]1([CH2:18][CH2:17][CH2:16][CH2:15][CH:14]([C@@H:9]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:8]([NH:7][NH:6][CH2:36][CH:37]([CH3:38])[CH3:39])=[O:35])[C:25](=[O:34])[NH:26][OH:27])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 88070785HCID 88070785, compound

Product 1

HCID 131722589HCID 131722589, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.210 g of 2′-(D-alanyl)-2(R)-[5-cyclohexyl-1(RS)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]pentyl]-2′-isobutyl-4-methylvalerohydrazide in 5 ml of methanol was treated with 0.080 g of p-toluenesulphonic acid monohydrate. The mixture was stirred at room temperature for 6 hours and evaporated. The residue was triturated with diethyl ether to give 0.151 g of 2′-D-alanyl)-2(R)-[5-cyclohexyl-1(RS)-(hydroxycarbamoyl)pentyl]-2′-isobutyl-4-methylvalerohydrazide p-toluenesulphonate in the form of a white solid.

Workup

  1. customevaporated
  2. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-3d6e5d95d9c34c36a0d83d3cc8ecc124
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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