(-)-Glycidol → HCID 178426659, compound

HRID 2069408Notes

Reaction equation

[CH2:1]([C:3]1[CH:18]=[C:17]([C:19](=[NH:22])[NH:20][OH:21])[CH:16]=[C:15]([CH3:23])[C:4]=1[O:5][CH2:6][C@@H:7]([OH:14])[CH2:8][NH:9][C:10](=[O:13])[CH2:11][OH:12])C.C1O[C@H]1CO>>[OH:12][CH2:11][C:10]([NH:9][CH2:8][C@@H:7]([OH:14])[CH2:6][O:5][C:4]1[C:3]([CH3:1])=[CH:18][C:17]([C:19](=[NH:22])[NH:20][OH:21])=[CH:16][C:15]=1[CH3:23])=[O:13]

Participants

Reactant 2

HCID 6973630(-)-Glycidol

HCID 178436630HCID 178436630, compound

Product 1

HCID 178426659HCID 178426659, compound

Procedure

The title compound is obtained as a yellow oil (0.60 g) in analogy to N—((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide starting from 4-hydroxy-3,5-methyl-benzonitrile and (S)-glycidol; LC-MS: tR=0.47 min, [M+H]+=311.99.

Sources & evidence

ORD record: ord-b83e549bbef047caadc45d412db8de1e
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08299086B2

Reaction notes

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