4-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)vinyl]benzoic acid → 4-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)-vinyl]-N-((2S,3S)-2,3,4-trihydroxy-butyl)benzamide

HRID 646372Notes

Reaction equation

HRID 646372 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][C:4]=1/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=1.[NH2:25][CH2:26][C@H:27]([OH:32])[C@@H:28]([OH:31])[CH2:29][OH:30]>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:25][CH2:26][C@H:27]([OH:32])[C@@H:28]([OH:31])[CH2:29][OH:30])=[O:8])=[CH:5][C:4]=1/[CH:12]=[CH:13]/[C:14]1[CH:15]=[CH:16][C:17]([O:20][C:21]([F:24])([F:22])[F:23])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 231414984-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)vinyl]benzoic acidHCID 86590947(S,S)-4-amino-1,2,3-butanetriol

Product 1

HCID 592651974-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)-vinyl]-N-((2S,3S)-2,3,4-trihydroxy-butyl)benzamide

Procedure

The captioned compound was synthesized from 4-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)vinyl]-benzoic acid obtained in step B of Example 2-2-1 and (2S,3S)-4-amino-1,2,3-butantriol (CAS registry number: 168113-19-7) in accordance with the same procedure as in the methods described in step C of Example 1-2-3.

Sources & evidence

ORD record
ord-f3ca20b7285a4f4da9f037fe42f69800
Source dataset
uspto-grants-2010_04
Patent number
US07705053B2

Reaction notes

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