Hydrochloric Acid → methyl (1R,2S)-2-aminocyclopentane-1-carboxylate

HRID 456343Notes

Reaction equation

HRID 456343 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]([OH:9])=[O:8].Cl.[CH3:11]O>O1CCOCC1>[NH2:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]([O:9][CH3:11])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 73305Cispentacin

Product 1

HCID 14698811methyl (1R,2S)-2-aminocyclopentane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of (1R,2S)-2-aminocyclopentanecarboxylic acid (0.15 g, 0.9 mmol) in methanol (5 mL) was added 4N HCl in dioxane (1 mL) and the reaction mixture was stirred at reflux overnight. The reaction mixture was concentrated in vacuo to afford an oil which was used directly for the next step.

Workup

  1. temperatureat reflux overnight
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customto afford an oil which

Sources & evidence

ORD record
ord-613d30b143004ef0ae23df9e268ea7c3
Source dataset
uspto-grants-2013_07
Patent number
US08497275B2

Reaction notes

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