2,3-Dimethylsuccinic acid → HCID 54106993, compound

HRID 1871741Notes

Reaction equation

HRID 1871741 reaction equation
Cl.[CH2:2]([O:9][C:10](=[O:16])[C@H:11]1[CH2:15][CH2:14][CH2:13][NH:12]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:17][CH:18]([CH:22]([CH3:26])[C:23]([OH:25])=O)[C:19]([OH:21])=O>CCOC(C)=O>[CH2:2]([O:9][C:10]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:19](=[O:21])[CH:18]([CH3:17])[CH:22]([CH3:26])[C:23]([N:12]1[CH2:13][CH2:14][CH2:15][C@@H:11]1[C:10]([O:9][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:16])=[O:25])=[O:16])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 118482,3-Dimethylsuccinic acidHCID 22827650benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride

Product 1

HCID 54106993HCID 54106993, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using General Procedure A with 2.0 g (8.2 mmol) D-Proline benzyl ester hydrochloride and 600 mg (4.1 mmol) 2,3-dimethylsuccinic acid afforded, after flash chromatography (EtOAc), 1.45 g (69%) of the title compound as a colorless oil.

Workup

  1. customafforded

Sources & evidence

ORD record
ord-68e8f58511494e749ac80a2b1ab1f900
Source dataset
uspto-grants-2000_08
Patent number
US06103910

Reaction notes

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