p-Toluenesulfonic acid monohydrate → HCID 86756899, compound

HRID 1979209Notes

Reaction equation

HRID 1979209 reaction equation
[CH2:1]([N:5]([C:14](=[O:21])[CH:15]([NH:17][C:18]([NH2:20])=[O:19])[CH3:16])[NH:6][C:7](=[O:13])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[CH:2]([CH3:4])[CH3:3].[OH2:22].[C:23]1([CH3:33])[CH:28]=[CH:27][C:26](S(O)(=O)=O)=[CH:25][CH:24]=1>CO>[OH:22][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]([CH3:3])[CH3:4])[C:14](=[O:21])[CH:15]([NH:17][C:18]([NH2:20])=[O:19])[CH3:16])=[O:13])[CH2:9]/[CH:10]=[CH:33]/[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:13]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86756900HCID 86756900, compound

Product 1

HCID 86756899HCID 86756899, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.232 g of (E)-2(R)-[1(S)-(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-(2(RS)-ureidopropionyl)valerohydrazide in 5 ml of methanol was treated with 0.03 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 0.168 g of (E)-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-(2(RS)-ureidopropionyl)valerohydrazide 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-111c8c370ecb4945bfd8f1c622c113e3
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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