(-)-Mandelic acid → HCID 131723012, compound

HRID 1634333Notes

Reaction equation

HRID 1634333 reaction equation
[F:1][C:2]([C:5]1[CH:6]=[CH:7][C:8]([O:25][CH3:26])=[C:9]([CH:24]=1)[CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][C@H:13]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([F:4])[CH3:3].[C:27]([OH:37])(=[O:36])[C@@H:28]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[OH:29]>C(O)C>[C:27]([OH:37])(=[O:36])[CH:28]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[OH:29].[F:1][C:2]([C:5]1[CH:6]=[CH:7][C:8]([O:25][CH3:26])=[C:9]([CH:24]=1)[CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][C@H:13]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([F:4])[CH3:3]

Participants

4

Reactant 2

HCID 11914(-)-Mandelic acidHCID 69712392HCID 69712392, compound

Product 1

HCID 131723012HCID 131723012, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of Compound 36 (179 mg, 0.50 mmol) in ethanol (3 ml) was added (R)-(−)-mandelic acid (75.4 mg, 0.50 mmol) at room temperature. After the solvent was evaporated in vacuo, the residue was recrystallized from ethanol-diethyl ether to give Compound 37 (168 mg, 66%) as a white solid.

Workup

  1. customAfter the solvent was evaporated in vacuo
  2. customthe residue was recrystallized from ethanol-diethyl ether

Sources & evidence

ORD record
ord-cbaaee5d86784f6f8becb7b2f34218ff
Source dataset
uspto-grants-2003_01
Patent number
US06506775B1

Reaction notes

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