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

HRID 1722688Notes

Reaction equation

HRID 1722688 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.ClCCl>[CH2:1]([O:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][C:12]([OH:14])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

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 of Example 142 (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)30 =298.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-a638b4facae8422992bd38be03d61101
Source dataset
uspto-grants-1989_08
Patent number
US04857507

Reaction notes

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