Benzoic acid, 3-amino-, methyl ester → HCID 86589056, compound

HRID 2414383Notes

Reaction equation

HRID 2414383 reaction equation
FC(F)(F)S(O[C@H:7]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1)[C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])(=O)=O.[NH2:28][C:29]1[CH:30]=[C:31]([CH:36]=[CH:37][CH:38]=1)[C:32]([O:34][CH3:35])=[O:33]>C(Cl)Cl>[CH3:35][O:34][C:32]([C:31]1[CH:30]=[C:29]([NH:28][C@@H:7]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=2)[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH:38]=[CH:37][CH:36]=1)=[O:33]

Participants

4

Reactant 2

HCID 78274Benzoic acid, 3-amino-, methyl esterHCID 86589055HCID 86589055, compound

Product 1

HCID 86589056HCID 86589056, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of benzyl (R)-2-trifluoromethanesulfonyloxy-3-(3-methylphenyl)-propionate (0.59 g, 1.47 mmol) and methyl 3-aminobenzoate (0.44 g, 2.94 mmol) in CH2Cl2 (20 mL) is stirred overnight at room temp for 2 days. Solvent is evaporated, and the residue is chromatographed (silica, 33% CH2Cl2/hexane) to yield benzyl (S)-2-(3-methoxycarbonylphenylamino)-3-(3-methylphenyl)-propionate, as a clear oil.

Workup

  1. customSolvent is evaporated
  2. customthe residue is chromatographed (silica, 33% CH2Cl2/hexane)

Sources & evidence

ORD record
ord-2fbadcf2b3a041ca92c1718573a4655e
Source dataset
uspto-grants-2004_11
Patent number
US06812237B2

Reaction notes

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