Water → N-[[1-[(2-Benzothienylcarbonyl)amino]cyclohexyl]carbonyl]-L-methioninol

HRID 1851849Notes

Reaction equation

HRID 1851849 reaction equation
[NH2:1][C@H:2]([CH2:7][OH:8])[CH2:3][CH2:4][S:5][CH3:6].[S:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]=[C:10]1[C:18]1[O:22][C:21](=[O:23])[C:20]2([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[N:19]=1.O>CN(C)C=O>[S:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]=[C:10]1[C:18]([NH:19][C:20]1([C:21]([NH:1][C@H:2]([CH2:7][OH:8])[CH2:3][CH2:4][S:5][CH3:6])=[O:23])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)=[O:22]

Participants

5

Reactant 3

HCID 962WaterHCID 2724404L-MethioninolHCID 576728542-(2-Benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

Product 1

HCID 57672844N-[[1-[(2-Benzothienylcarbonyl)amino]cyclohexyl]carbonyl]-L-methioninolYield 98.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

284 mg (2.1 mmol) of L-methioninol was added to a solution of 500 mg (1.75 mmol) of 2-(2-benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one in 3 ml of N,N-dimethylformamide, and the mixture was stirred overnight. Water was slowly added to the mixture and the precipitated crystal was collected by filtration. The obtained crystal was dried under reduced pressure to give 722 mg (98%) of the title compound.

Workup

  1. filtrationthe precipitated crystal was collected by filtration
  2. customThe obtained crystal was dried under reduced pressure

Sources & evidence

ORD record
ord-c6a2bb38d8ec4c968138d0dfb3f7b4d4
Source dataset
uspto-grants-2015_02
Patent number
US08957205B2

Reaction notes

Loading…