Réaction #89569

Équation de réaction

(S)-2-tert-butoxycarbonylamino-3-difluoromethoxy-propionic acid benzyl ester

HCl ether

→

(S)-2-amino-3-difluoromethoxy-propionic acid benzyl ester hydrochloride salt

Rendement 69.0%

Solvants

ether

Conditions de réaction

Traitement

1. 1
   ConcentrationThe reaction mixture was concentrated to dryness
2. 2
   Autretriturated with hexane/ether

Mode opératoire

A solution of the compound of Formula XIII(a), (S)-2-tert-butoxycarbonylamino-3-difluoromethoxy-propionic acid benzyl ester (2.11 g, 5.89 mmol) in ether (10 mL) was treated with 2M HCl/ether, and stirred at 0° C. for 2 hours. The reaction mixture was concentrated to dryness and triturated with hexane/ether to give the compound of Formula V(a) (S)-2-amino-3-difluoromethoxy-propionic acid benzyl ester hydrochloride salt (1.15 g, 69%) as a white powder. 1H NMR (300 MHz, CDCl3): δ (ppm) 7.40-7.33 (m, 5H), 6.53 (broad s, 1H), 6.18 (wt, 1H), 5.25 (dd, 1H), 5.21 (dd, 2H), 4.53 (dt, 1H) 4.18 (td, 1H), 4.16-4.13 (m, 2H).

Source