L-Prolinol → HCID 66703615, compound

HRID 424998Notes

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].[OH:20][CH2:21][C@@H:22]1[CH2:26][CH2:25][CH2:24][NH:23]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:23]1[CH2:24][CH2:25][CH2:26][C@H:22]1[CH2:21][OH:20])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 640091L-Prolinol

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

Product 1

HCID 66703615HCID 66703615, compound

Procedure

Using general procedure 1 and purification method D with [(1R)-1-{(2R)-oxiran-2-yl}-2-phenyl-ethyl]carbamic acid tert-butylester (0.10 g, 0.38 mmol) and (2S)-2-hydroxymethyl-pyrrolidine (0.077 g, 0.76 mmol) gives the title compound.

Sources & evidence

ORD record: ord-543eb62c523b442baedc0294cc3ac478
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106090B2

Reaction notes

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