3-Amino-1,2-propanediol, (S)- → (S)-N-(2,3-dihydroxy-propyl)-4-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)-vinyl]-benzamide

HRID 558430Notes

Reaction equation

HRID 558430 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[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:30])[CH2:28][OH:29]>>[OH:30][C@H:27]([CH2:28][OH:29])[CH2:26][NH:25][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4](/[CH:12]=[CH:13]/[C:14]2[CH:15]=[CH:16][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:18][CH:19]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 4409023-Amino-1,2-propanediol, (S)-HCID 231414984-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)vinyl]benzoic acid

Product 1

HCID 59265106(S)-N-(2,3-dihydroxy-propyl)-4-methoxy-3-[(E)-2-(4-trifluoromethoxyphenyl)-vinyl]-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 (S)-3-amino-1,2-propanediol (produced by Wako Pure Chemical Industries) in accordance with the same procedure as in the methods described in step C of Example 1-2-3.

Sources & evidence

ORD record
ord-3e6008b0d1fd45c08ad80c9d7f831782
Source dataset
uspto-grants-2011_11
Patent number
US08063046B2

Reaction notes

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