Hydrochloric Acid → (S)-methyl 2-amino-5-cyclopropyl-4,4-difluoropentanoate hydrochloride

HRID 384731Notes

Reaction equation

HRID 384731 reaction equation
C(OC([NH:11][C@@H:12]([CH2:17][C:18]([F:24])([F:23])[CH2:19][CH:20]1[CH2:22][CH2:21]1)[C:13]([O:15][CH3:16])=[O:14])=O)C1C=CC=CC=1.[ClH:25]>O1CCOCC1>[ClH:25].[NH2:11][C@@H:12]([CH2:17][C:18]([F:23])([F:24])[CH2:19][CH:20]1[CH2:22][CH2:21]1)[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58350203(S)-methyl 2-(benzyloxycarbonylamino)-5-cyclopropyl-4,4-difluoropentanoate

Product 1

HCID 66939849(S)-methyl 2-amino-5-cyclopropyl-4,4-difluoropentanoate hydrochlorideYield 98.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-methyl 2-(benzyloxycarbonylamino)-5-cyclopropyl-4,4-difluoropentanoate (570 mg, 1.87 mmol) in dioxane/4N—HCl (9 mL, 37 mmol) was stirred at RT for two hr, after which the solvent was removed by rotoevaporation to give 450 mg of (S)-methyl 2-amino-5-cyclopropyl-4,4-difluoropentanoate hydrochloride as a beige solid.

Workup

  1. customafter which the solvent was removed by rotoevaporation

Sources & evidence

ORD record
ord-eeec20e3327942e2a369dc1258ef7bc8
Source dataset
uspto-grants-2013_02
Patent number
US08367732B2

Reaction notes

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