methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate → HCID 20782721, compound

Reaction equation

CC1(C)[C@H]2[C@@H]1CN[C@@H]2C#N.[CH3:11][O:12][C:13]([C@H:15]1[NH:20][CH2:19][C@H:18]2[C@@H:16]1[C:17]2([CH3:22])[CH3:21])=[O:14]>>[CH3:11][O:12][C:13]([CH:15]1[NH:20][CH2:19][CH:18]2[CH:16]1[C:17]2([CH3:22])[CH3:21])=[O:14]

Participants

Reactant 2

HCID 11229499methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate

HCID 25013535HCID 25013535, compound

Product 1

HCID 20782721HCID 20782721, compound

Procedure

The (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carbonitrile prepared according to Example 16 or 17 is converted to the corresponding substantially enantiomerically pure (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester by the procedure described in PCT International Application Publication WO 2007/075790.

Sources & evidence

ORD record: ord-3c42570751e74046a7d9746012cf09ba
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08574876B2

Reaction notes

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