Trichloroacetyl chloride → HCID 54557869, compound

HRID 2226582Notes

Reaction equation

HRID 2226582 reaction equation
ClC(Cl)(Cl)C(Cl)=O.[CH2:8]([O:11][C:12](=[O:28])[C@@H:13]([O:18][C:19](=[O:27])[C@H:20]([CH3:26])[CH2:21][S:22][C:23](=[O:25])[CH3:24])[CH2:14][C:15]([NH2:17])=O)[CH:9]=[CH2:10].C(N(CC)CC)C>ClCCl>[CH2:8]([O:11][C:12](=[O:28])[C@@H:13]([O:18][C:19](=[O:27])[C@H:20]([CH3:26])[CH2:21][S:22][C:23](=[O:25])[CH3:24])[CH2:14][C:15]#[N:17])[CH:9]=[CH2:10]

Participants

5

Reactant 3

HCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 54467931HCID 54467931, compound

Product 1

HCID 54557869HCID 54557869, compoundYield 109.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Trichloroacetyl chloride (0.3 g, 1.7 mmol) in dichloromethane (20 ml) was added at 0°-5° to a stirred solution of 2(S)-(3-(acetylthio)-2(S)-methyl-1-oxopropoxy)-4-amino-4-oxobutanoic acid 2-propenyl ester (0.48 g, 1.5 mmol) and triethylamine (0.31 g, 3 mmol) in dichloromethane (50 ml). The mixture was stirred overnight, the organic solution washed with water, dried (MgSO4) and the solvent evaporated to give the sub-title ester (0.49 g).

Workup

  1. washthe organic solution washed with water
  2. dry with materialdried (MgSO4)
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-c7049dd211344172a84e9aa34d3bfe5a
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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