ethyl (RS)-alpha-[(tert-butylsulfonyl)methyl]hydrocinnamate → HCID 67723670, compound

HRID 2294688Notes

Reaction equation

HRID 2294688 reaction equation
[C:1]([S:5]([CH2:8][C@@H:9]([CH2:15][C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)[C:10]([O:12]CC)=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:3])[CH3:2].C(S(CC(CC1C=CC=CC=1)C(OCC)=O)(=O)=O)(C)(C)C.S(=CC(C(OCC)=O)C(OCC)=O)=O>>[C:1]([S:5]([CH2:8][C@@H:9]([CH2:15][C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)[C:10]([OH:12])=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 14158057ethyl (RS)-alpha-[(tert-butylsulfonyl)methyl]hydrocinnamateHCID 21475070HCID 21475070, compoundHCID 86751633HCID 86751633, compound

Product 1

HCID 67723670HCID 67723670, compound

Procedure

This compound is prepared in a manner analogous to Example 1(d) by the enzymatic hydrolysis of ethyl (S)-α-[(tert-butylsulphonyl)methyl]-2-thiophenepropionate which, in turn, is prepared analogously to the synthesis, described in EPA 0236734, of ethyl (RS)-α-[(tert-butylsulphonyl)methyl]hydrocinnamate from diethyl 2-thionylmethylmalonate (P. Cagniant et al., Bull. Soc. Chim. Fr. 1954, 1349). MS: 318 (M)+.

Workup

  1. customis prepared analogously to the synthesis

Sources & evidence

ORD record
ord-37ea2a94eec6485cb6b5e132fdaa5f55
Source dataset
uspto-grants-1997_11
Patent number
US05688946

Reaction notes

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