Acetyl chloride → D-Leucine Methyl Ester Hydrochloride

HRID 2356813Notes

Reaction equation

HRID 2356813 reaction equation
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[C:10]([Cl:13])(=O)C>CO>[ClH:13].[NH2:1][C@@H:2]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 439524D-Leucine

Product 1

HCID 11600782D-Leucine Methyl Ester Hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

D-Leucine (3.00 g, 22.9 mmol) was added to a solution of acetyl chloride (1.70 mL, 23.9 mmol) in methanol (30 mL). The reaction mixture was allowed to stir for 18 h and then concentrated under reduced pressure. This yielded 3.8 g (91%) of the title compound. 1H NMR (400 MHz, CD3OD) δ 0.99 (dd, 6H), 1.63-1.87 (m, 3H), 4.10 (dd, 1H), 3.81 (s, 3H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-48002657ce9a4d5dbbb356e625c327f9
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

Loading…