HCID 14213078, compound → (R)-2-Benzyl-succinic acid 1-benzyl ester

HRID 973497Notes

Reaction equation

HRID 973497 reaction equation
C([O:5][C:6]([CH2:8][C@@H:9]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=[O:7])(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[C:6]([CH2:8][C@@H:9]([CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:10]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11])([OH:7])=[O:5]

Participants

4

Reactant 1

HCID 14213078HCID 14213078, compound

Product 1

HCID 14213081(R)-2-Benzyl-succinic acid 1-benzyl esterYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The product from Example 22 (0.52 g, 1.47 mmol) was dissolved in a 1:1 (v:v) solution (6 ml) of trifluoroacetic acid and dichloromethane and stirred at room temperature for 1 h. The volatiles were removed in vacuo to provide the title compound (0.437 g, 100%) as an oil which crystallized on standing. The unpurified material was of sufficient purity to employ in subsequent steps. Mass spectrum: (M)+ =298.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-e1c917aaf0c4468ca322877e3c9a0299
Source dataset
uspto-grants-1991_11
Patent number
US05063208

Reaction notes

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