{(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester

Base Information

• Chemical Name: {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester
• CAS No.: 129017-79-4
• Molecular Formula: C₁₈H₃₄O₃Si
• Molecular Weight: 326.552
• Mol file: 129017-79-4.mol

Synonyms:

Chemical Property of {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester

There total 5 articles about {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid 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:

2-cyclohexylidene ethanol (932-89-8) → {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester (129017-79-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / Ti(OiPr)4, L-(+)-DET, (CH₃)3COOH, 4 Angstroem sieves / CH₂Cl₂ / 2 h / -25 °C

2: 40 percent / 10percent tartaric acid / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

3: 84 percent / Et₃N / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

4: propionic acid / o-xylene / 2 h / 135 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; tartaric acid; triethylamine; dmap; propionic acid; In dichloromethane; o-xylene; water;

DOI:10.1016/S0040-4039(00)94325-9

Reference yield:

(S)-1-(1-Oxa-spiro[2.5]oct-2-yl)-methanol (129100-11-4) → {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester (129017-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / 10percent tartaric acid / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

2: 84 percent / Et₃N / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

3: propionic acid / o-xylene / 2 h / 135 °C

With tartaric acid; triethylamine; dmap; propionic acid; In dichloromethane; o-xylene; water;

DOI:10.1016/S0040-4039(00)94325-9

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → {(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester (129017-79-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH, 2.) DIBAL / 1.) benzene, 2.) toluene, room temperature, 2 h

2: 80 percent / Ti(OiPr)4, L-(+)-DET, (CH₃)3COOH, 4 Angstroem sieves / CH₂Cl₂ / 2 h / -25 °C

3: 40 percent / 10percent tartaric acid / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

4: 84 percent / Et₃N / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

5: propionic acid / o-xylene / 2 h / 135 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; tartaric acid; triethylamine; dmap; propionic acid; In dichloromethane; o-xylene; water;

DOI:10.1016/S0040-4039(00)94325-9

upstream raw materials:

(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohex-1-enyl-ethanol

Triethyl orthoacetate

2-cyclohexylidene ethanol

(S)-1-(1-Oxa-spiro[2.5]oct-2-yl)-methanol

Downstream raw materials:

{(S)-2-[2-Hydroxy-eth-(E)-ylidene]-cyclohexyl}-acetic acid ethyl ester

[(1S,2R)-2-((Z)-(S)-1-Ethoxycarbonylmethylsulfanyl-hexadec-2-enyl)-2-hydroxy-cyclohexyl]-acetic acid ethyl ester

[(1S,2R)-2-((Z)-(S)-1-Carboxymethylsulfanyl-hexadec-2-enyl)-2-hydroxy-cyclohexyl]-acetic acid