HCID 131726536, compound → HCID 68688118, compound

HRID 1159076Notes

Reaction equation

HRID 1159076 reaction equation
[CH3:1][C@:2]([C:11]([NH:13][CH2:14][C:15]([O:17]CC)=O)=[O:12])([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:3]>C(O)(CC)C.C1(C)C=CC=CC=1>[CH2:4]([C@@:2]1([CH3:1])[NH:3][C:15](=[O:17])[CH2:14][NH:13][C:11]1=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 131726536HCID 131726536, compound

Product 1

HCID 68688118HCID 68688118, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6568(+-)-2-ButanolSolvent

Procedure

A solution of (α-methyl-(R)-phenylalanyl)glycine, ethyl ester (0.63 g, 2.4 mmol) in sec-butanol (14 ml) and toluene (7 ml) was stirred at reflux. After 21 h, the solvent was removed in vacuo and the residue azeotroped with toluene (3×) to afford the product (0.51 g, 100% yield) as a white solid. MS (ESI) 219 (M+H). This was used in the next step without further purification.

Workup

  1. temperatureat reflux
  2. customthe solvent was removed in vacuo
  3. customthe residue azeotroped with toluene (3×)

Sources & evidence

ORD record
ord-67afee2bc8b841faa41d7dab9fba3ae9
Source dataset
uspto-grants-2010_10
Patent number
US07812024B2

Reaction notes

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