Hydrochloric Acid → (2S,3S)-2-amino-1-(3-fluoro-azetidin-1-yl)-3-methyl-pentan-1-one

Reaction equation

Cl.C(OC(=O)[NH:8][C@H:9]([C:14]([N:16]1[CH2:19][CH:18]([F:20])[CH2:17]1)=[O:15])[C@@H:10]([CH3:13])[CH2:11][CH3:12])(C)(C)C>>[NH2:8][C@@H:9]([C@@H:10]([CH3:13])[CH2:11][CH3:12])[C:14]([N:16]1[CH2:17][CH:18]([F:20])[CH2:19]1)=[O:15]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 69871849[(1S,2S)-1-(3-fluoro-azetidine-1-carbonyl)-2-methyl-butyl]-carbamic acid tert-butyl ester

Product 1

HCID 12093787(2S,3S)-2-amino-1-(3-fluoro-azetidin-1-yl)-3-methyl-pentan-1-one

Procedure

(2S,3S)-2-amino-1-(3-fluoro-azetidin-1-yl)-3-methyl-pentan-1-one was prepared by HCl treatment of [(1S,2S)-1-(3-fluoro-azetidine-1-carbonyl)-2-methyl-butyl]-carbamic acid tert-butyl ester as analogously described in Step 2 of Example 1. (mp 208-210° C.).

Sources & evidence

ORD record: ord-17a9114004344bf7bcafc1a4eafd25a4
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06710040B1

Reaction notes

Loading…