Isoindoline → HCID 66703709, compound

HRID 425005Notes

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].[CH2:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][NH: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:21]1[CH2:22][C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:20]1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 422478Isoindoline

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

Product 1

HCID 66703709HCID 66703709, compound

Procedure

Using general procedure 1 with [(1R)-1-{(2R)-oxiran-2-yl}-2-phenyl-ethyl]carbamic acid tert-butylester (0.132 g, 0.50 mmol) and 2,3-dihydro-1H-isoindole (0.114 mL, 1.0 mmol) gives the title compound.

Sources & evidence

ORD record: ord-e7fce761c6844c98a3633069cefddcee
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106090B2

Reaction notes

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