p-Toluenesulfonic acid monohydrate → HCID 86756909, compound

HRID 1979216Notes

Reaction equation

HRID 1979216 reaction equation
[CH2:1]([N:5]([C:14](=[O:24])[C@@H:15]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH2:16])[NH:6][C:7](=[O:13])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[CH:2]([CH3:4])[CH3:3].[OH2:25].[C:26]1([CH3:36])[CH:31]=[CH:30][C:29]([S:32]([OH:35])(=[O:34])=[O:33])=[CH:28][CH:27]=1>CO>[C:26]1([CH3:36])[CH:27]=[CH:28][C:29]([S:32]([OH:35])(=[O:33])=[O:34])=[CH:30][CH:31]=1.[OH:25][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:24])[C@@H:15]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH2:16])=[O:13])[CH2:9]/[CH:10]=[CH:36]/[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:13]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86756911HCID 86756911, compound

Product 1

HCID 86756909HCID 86756909, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.288 g of (E)-2(R)-[1(S)-(tetrahydro-2(RS)-pyranyloxy)-carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-(D-phenylalanyl)valerohydrazide in 3 ml of methanol was treated with 0.099 g of p-toluenesulphonic acid monohydrate. The mixture was stirred for 3 hours at room temperature and evaporated. The residue was triturated with diethyl ether and then with hexane, filtered off and dried to give 0.232 g of (E)-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-(D-phenylalanyl)valerohydrazide p-toluenesulphonate in the form of a pale yellow solid.

Workup

  1. customevaporated
  2. customThe residue was triturated with diethyl ether
  3. filtrationwith hexane, filtered off
  4. customdried

Sources & evidence

ORD record
ord-a4ec8a8813cb439d9749ce37c7288992
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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