Acetic acid, 2-oxo-, methyl ester → Methyl 3-[2-(4-hydroxyphenyl)-1-methylethyl]-5-(2-methyl-thiazol-4-yl)-2-oxazolidine carboxylate

HRID 2210371Notes

Reaction equation

HRID 2210371 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:11][CH2:12][CH2:13][C:14]2[N:15]=[C:16]([CH3:19])[S:17][CH:18]=2)[CH3:10])=[CH:4][CH:3]=1.[C:20]([O:24][CH3:25])(=[O:23])[CH:21]=[O:22]>>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([N:11]2[CH2:12][CH:13]([C:14]3[N:15]=[C:16]([CH3:19])[S:17][CH:18]=3)[O:22][CH:21]2[C:20]([O:24][CH3:25])=[O:23])[CH3:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 70205Acetic acid, 2-oxo-, methyl esterHCID 19380198N-[2-(4-hydroxyphenyl)-1-methylethyl]-2-(2-methyl-thiazol-4-yl)ethanamine

Product 1

HCID 19974334Methyl 3-[2-(4-hydroxyphenyl)-1-methylethyl]-5-(2-methyl-thiazol-4-yl)-2-oxazolidine carboxylate

Procedure

Prepared by analogy to Example 18 by reaction of N-[2-(4-hydroxyphenyl)-1-methylethyl]-2-(2-methyl-thiazol-4-yl)ethanamine with methyl glyoxylate, followed by purification of the base on a silica gel column using ether/petroleum ether =8:2 as eluant.

Workup

  1. customfollowed by purification of the base on a silica gel column

Sources & evidence

ORD record
ord-a807e4ef912e43e28bf714dd0ca92141
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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