Cycloleucine → Methyl 1-amino-1-cyclopentanecarboxylate, HCl

HRID 2356814Notes

Reaction equation

HRID 2356814 reaction equation
[NH2:1][C:2]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.[C:10]([Cl:13])(=O)C>CO>[ClH:13].[NH2:1][C:2]1([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 2901CycloleucineHCID 6367Acetyl chloride

Product 1

HCID 11513856Methyl 1-amino-1-cyclopentanecarboxylate, HCl

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Aminocyclopentanecarboxylic acid (1.00 g, 7.74 mmol) was added to a solution of acetyl chloride (0.60 mL, 8.44 mmol) in methanol (10 mL). The reaction mixture was allowed to stir for 18 h and then concentrated under reduced pressure. This yielded 1.35 g (97%) of the title compound. 1H NMR (400 MHz, CD3OD) δ 1.80-2.00 (m, 6H), 2.34-2.39 (m, 2H), 3.82 (s, 3H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2a679db1ef1f4294a971916182c0672e
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

Loading…