Hydrochloric Acid → (2S,3R)-2-Amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one

HRID 49764Notes

Reaction equation

Cl.C(OC(=O)[NH:8][C@H:9]([C:14]([N:16]1[CH2:20][C:19]([F:22])([F:21])[C:18]([F:24])([F:23])[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[CH2:20][C:19]([F:21])([F:22])[C:18]([F:24])([F:23])[CH2:17]1)=[O:15]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 86593343[(1S,2R)-2-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidine-1-carbonyl)-butyl]-carbamic acid tert-butyl ester

Product 1

HCID 12093788(2S,3R)-2-Amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one

Procedure

(2S,3R)-2-amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one was prepared by HCl treatment of [(1S,2R)-2-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidine-1-carbonyl)-butyl]-carbamic acid tert-butyl ester as analogously described in Step 2 of Example 1. (mp>250° C.).

Sources & evidence

ORD record: ord-3d662df589ff41d2bd47784b75041f0c
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06710040B1

Reaction notes

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