1,2,3,4-Tetrahydroisoquinoline → HCID 66703761, compound

HRID 425006Notes

Reaction equation

HRID 425006 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:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][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][CH2:23][C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 11357515erythro-N-Boc-D-phenylalanine epoxide

Product 1

HCID 66703761HCID 66703761, 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 1,2,3,4-tetrahydro-isoquinoline (0.127 mL, 1.0 mmol) gives the title compound.

Sources & evidence

ORD record
ord-8132b1bc8ca944f1b054c35340022026
Source dataset
uspto-grants-2012_01
Patent number
US08106090B2

Reaction notes

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