tert-Butyl carbamate → HCID 71186368, compound

HRID 712853Notes

Reaction equation

HRID 712853 reaction equation
C(=O)(OC(C)(C)C)N.[CH3:9][O:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2([NH:22][C:23]([C@H:25]3[CH2:30][C@@H:29]4[C@@H:27]([CH2:28]4)[N:26]3C(OC(C)(C)C)=O)=[O:24])[CH2:21][CH2:20]2)=[CH:15][CH:14]=1)=[O:12]>>[C@@H:27]12[CH2:28][C@@H:29]1[CH2:30][C@H:25]([C:23]([NH:22][C:19]1([C:16]3[CH:15]=[CH:14][C:13]([C:11]([O:10][CH3:9])=[O:12])=[CH:18][CH:17]=3)[CH2:20][CH2:21]1)=[O:24])[NH:26]2

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamateHCID 71186607HCID 71186607, compound

Product 1

HCID 71186368HCID 71186368, compoundYield 92.3%

Procedure

The title compound (D104) (1.8 g) was prepared according to the general procedure for t-Butyl carbamate (Boc) cleavage starting from (1R,3R,5R)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate (syn diastereoisomer) (D73a) (2.6 g).

Sources & evidence

ORD record
ord-6bf5105bf61a41e7a54441e1bc02820a
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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