p-Toluenesulfonic acid monohydrate → HCID 86756901, compound

HRID 1979210Notes

Reaction equation

HRID 1979210 reaction equation
[CH2:1]([N:5]([C:14](=[O:19])[CH2:15][N:16]([CH3:18])[CH3:17])[NH:6][C:7](=[O:13])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[CH:2]([CH3:4])[CH3:3].[OH2:20].[C:21]1([CH3:31])[CH:26]=[CH:25][C:24]([S:27]([OH:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1>CO>[C:21]1([CH3:31])[CH:22]=[CH:23][C:24]([S:27]([OH:30])(=[O:28])=[O:29])=[CH:25][CH:26]=1.[OH:20][NH:6][C:7]([C@H:8]([C@@H:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[C:7]([NH:6][N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[C:14](=[O:19])[CH2:15][N:16]([CH3:17])[CH3:18])=[O:13])[CH2:9]/[CH:10]=[CH:31]/[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:13]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86756903HCID 86756903, compound

Product 1

HCID 86756901HCID 86756901, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.590 g of (E)-2(R)-[1(S)-(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-[2-(dimethylamino)acetyl]valerohydrazide in 10 ml of methanol was treated with 0.210 g of p-toluenesulphonic acid monohydrate. The mixture was stirred for 2 hours at room temperature and evaporated. The residue was triturated with diethyl ether, filtered off and dried to give 0.478 g of (E)-2(R)-[1(S)-(hydroxy-carbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-[2-(dimethylamino)acetyl]valerohydrazide p-toluenesulphonate in the form of a white solid.

Workup

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

Sources & evidence

ORD record
ord-c2b7022f8b0144debbfbb21095d6e285
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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