Diethyl [(thiophen-3-yl)methyl]propanedioate → HCID 67723767, compound

HRID 2294743Notes

Reaction equation

HRID 2294743 reaction equation
[C:1]([S:5]([CH2:8][CH:9]([CH2:15][C:16]1[CH:20]=[CH:19][S:18][CH:17]=1)[C:10]([O:12]CC)=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:3])[CH3:2].S1C=CC(CC(C(OCC)=O)C(OCC)=O)=C1>>[C:1]([S:5]([CH2:8][C@@H:9]([CH2:15][C:16]1[CH:20]=[CH:19][S:18][CH:17]=1)[C:10]([OH:12])=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 21475272Diethyl [(thiophen-3-yl)methyl]propanedioateHCID 86751662HCID 86751662, compound

Product 1

HCID 67723767HCID 67723767, compound

Procedure

This compound was prepared analogously to Example 1 by the enzymatic hydrolysis of ethyl (RS)-α-[(tert-butylsulphonyl)methyl]-3-thiophenepropionate which, in turn, was prepared starting from diethyl 3-thienylmethylmalonate [J. Am. Chem. Soc. 76, 4466 (1954)] analogously to the synthesis of ethyl (RS)-α-[(tert-butylsulphonyl)methyl]hydrocinnamate described in EPA 0236734, MS: 318 (M)+.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-6b0b21f32f8e4e369433f0c5183f54cf
Source dataset
uspto-grants-1997_11
Patent number
US05688946

Reaction notes

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