Benzimidazole → HCID 66703614, compound

HRID 424995Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[NH:7][C@@H:8]([C@@H:16]1[CH2:18][O:17]1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[N:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[NH:22][CH:21]=1>>[C:1]([O:5][C:6](=[O:19])[NH:7][C@H:8]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C@@H:16]([OH:17])[CH2:18][N:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:22]=[CH:21]1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 5798Benzimidazole

HCID 11357515erythro-N-Boc-D-phenylalanine epoxide

Product 1

HCID 66703614HCID 66703614, compound

Procedure

Using general procedure 2 and purification method D with [(1R)-1-{(2R)-oxiran-2-yl}-2-phenyl-ethyl]carbamic acid tert-butylester (0.125 g, 0.48 mmol) and benzimidazole (0.067 g, 0.57 mmol) gives the title compound.

Sources & evidence

ORD record: ord-110520a5fc72447faa9ee6fae6719ffc
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106090B2

Reaction notes

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