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

HRID 646376Notes

Reaction equation

HRID 646376 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[O:19][CH3:20])[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[NH2:21][CH2:22][C@H:23]([OH:28])[C@@H:24]([OH:27])[CH2:25][OH:26]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[O:19][CH3:20])[C:13]([NH:21][CH2:22][C@H:23]([OH:28])[C@@H:24]([OH:27])[CH2:25][OH:26])=[O:15])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 231413873-[(E)-2-(4-chlorophenyl)vinyl]-4-methoxy-benzoic acidHCID 86590947(S,S)-4-amino-1,2,3-butanetriol

Product 1

HCID 592650953-[(E)-2-(4-chlorophenyl)-vinyl]-4-methoxy-N-((2S,3S)-2,3,4-trihydroxy-butyl)benzamide

Procedure

The captioned compound was synthesized from 4-methoxy-3-[(E)-2-(4-chlorophenyl)vinyl]benzoic acid obtained in step B of Example 2-2-7 and (2S,3S)-4-amino-1,2,3-butanetriol (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-c0b8e3bdf8e64fde93bf4ad5282ce0a9
Source dataset
uspto-grants-2010_04
Patent number
US07705053B2

Reaction notes

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