Ethanol → HCID 18767164, compound

HRID 481157Notes

Reaction equation

HRID 481157 reaction equation
[C:1]([NH:11][CH:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:13]([C:15]([OH:17])=[O:16])[OH:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].CS(O)(=O)=O.[CH2:29](O)[CH3:30]>>[CH2:29]([O:16][C:15](=[O:17])[CH:13]([OH:14])[CH:12]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:11][C:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2])[CH3:30]

Participants

4

Reactant 3

HCID 702EthanolHCID 6395Methanesulfonic AcidHCID 18767163HCID 18767163, compound

Product 1

HCID 18767164HCID 18767164, compound

Procedure

The racemic N-CBZ-3-phenylisoserine of Formula 6 was then esterified by refluxing in ethanol with methane sulfonic acid to provide the (±)-N-CBZ-3-phenylisoserine ethyl ester (Formula 7) ready for chiral chromatographic separation:

Sources & evidence

ORD record
ord-145717e4bee24e138e98b8a305d5d789
Source dataset
uspto-grants-2003_11
Patent number
US06653501B2

Reaction notes

Loading…