1-Benzofuran-4-carboxylic acid → (1S,2S,5R)-2-{[(Benzofuran-4-carbonyl)-amino]-methyl}-3-aza-bicyclo[3.1.0]hexane-3-carboxylic Acid Tert-butyl Ester

HRID 560339Notes

Reaction equation

HRID 560339 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]2[C@H:10]([CH2:11]2)[C@H:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:16]1[C:20]2=[CH:21][CH:22]=[CH:23][C:24]([C:25](O)=[O:26])=[C:19]2[CH:18]=[CH:17]1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]2[C@H:10]([CH2:11]2)[C@H:9]1[CH2:14][NH:15][C:25]([C:24]1[CH:23]=[CH:22][CH:21]=[C:20]2[O:16][CH:17]=[CH:18][C:19]=12)=[O:26])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 223241171-Benzofuran-4-carboxylic acidHCID 59444330tert-butyl (1S,2S,5R)-2-(aminomethyl)-3-azabicyclo(3.1.0)hexane-3-carboxylate

Product 1

HCID 66998477(1S,2S,5R)-2-{[(Benzofuran-4-carbonyl)-amino]-methyl}-3-aza-bicyclo[3.1.0]hexane-3-carboxylic Acid Tert-butyl Ester

Procedure

prepared by reaction of (1S,2S,5R)-2-Aminomethyl-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester with benzofuran-4-carboxylic acid (M. A. Eissenstat et al. J. Med. Chem. 1995, 38, 3094-3105).

Sources & evidence

ORD record
ord-1910148410cd4fdf8412be5b95b38c30
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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