2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester

Base Information

• Chemical Name: 2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester
• CAS No.: 493001-88-0
• Molecular Formula: C₂₆H₄₀O₄SSi
• Molecular Weight: 476.753
• Mol file: 493001-88-0.mol

Synonyms:2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester

Chemical Property of 2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester

There total 1 articles about 2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

(E)-4-Methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester (493001-83-5) + 2-(tert-butyldimethylsilyloxymethoxy)propanal → 2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester (493001-88-0)

Guidance literature:

With hydrogen cation; In methanol; for 11h;

DOI:10.1021/jo025641m

Reference yield:

2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester (493001-88-0) → 3-[1-(tert-butyl-dimethyl-silanyloxymethoxy)-ethyl]-2-(2-methyl-5-phenyl-pent-2-enoyl)-oxirane-2-carbothioic acid S-ethyl ester

Guidance literature:

With n-butyllithium; trityl hydroperoxide; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo025641m

Reference yield:

2-[2-(tert-butyl-dimethyl-silanyloxymethoxy)-propylidene]-4-methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester (493001-88-0) → 2-hydroxy-4-methyl-2-(1-methyl-4-phenyl-but-1-enyl)-3,6-dioxa-bicyclo[3.1.0]hexane-1-carbothioic acid S-ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: TrOOH; nBuLi / tetrahydrofuran / -78 °C

2: AcOH; NH₄F / tetrahydrofuran; H₂O

With ammonium fluoride; n-butyllithium; trityl hydroperoxide; acetic acid; In tetrahydrofuran; water;

DOI:10.1021/jo025641m

upstream raw materials:

(E)-4-Methyl-3-oxo-7-phenyl-hept-4-enethioic acid S-ethyl ester