(S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal

Base Information

• Chemical Name: (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal
• CAS No.: 190718-88-8
• Molecular Formula: C₄₃H₅₄O₆Si
• Molecular Weight: 694.984
• Mol file: 190718-88-8.mol

Synonyms:

Chemical Property of (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal

There total 10 articles about (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal 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:

tert-Butyl-{(S)-6-(2,2-dimethoxy-ethyl)-1-[5-(4-methoxy-benzyloxy)-2-methoxymethoxy-2-methyl-pent-3-ynyl]-7-methyl-oct-7-en-2-ynyloxy}-diphenyl-silane (190718-48-0) → (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal (190718-88-8)

Guidance literature:

With toluene-4-sulfonic acid; In water;

DOI:10.1021/jo970360d

Reference yield:

(-)-perillyl alcohol (536-59-4,18457-55-1) → (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal (190718-88-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 99 percent / VO(acac)2, t-BuOOH / CH₂Cl₂; decane / 0 - 20 °C

2: periodic acid / tetrahydrofuran; H₂O / 0 - 20 °C

3: p-TsOH

5: PPh₃

6: 1.) n-BuLi

7: imidazole / dimethylformamide

8: p-TsOH / H₂O

With 1H-imidazole; tert.-butylhydroperoxide; n-butyllithium; bis(acetylacetonate)oxovanadium; toluene-4-sulfonic acid; periodic acid; triphenylphosphine; In tetrahydrofuran; decane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo970360d

Reference yield:

((4S)-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methanol (190718-78-6) → (S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-isopropenyl-13-(4-methoxy-benzyloxy)-10-methoxymethoxy-10-methyl-trideca-6,11-diynal (190718-88-8)

Guidance literature:

Multi-step reaction with 7 steps

1: periodic acid / tetrahydrofuran; H₂O / 0 - 20 °C

2: p-TsOH

4: PPh₃

5: 1.) n-BuLi

6: imidazole / dimethylformamide

7: p-TsOH / H₂O

With 1H-imidazole; n-butyllithium; toluene-4-sulfonic acid; periodic acid; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo970360d

upstream raw materials:

tert-Butyl-{(S)-6-(2,2-dimethoxy-ethyl)-1-[5-(4-methoxy-benzyloxy)-2-methoxymethoxy-2-methyl-pent-3-ynyl]-7-methyl-oct-7-en-2-ynyloxy}-diphenyl-silane

(-)-perillyl alcohol

((4S)-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methanol

(S)-5-formyl-4-isopropenylpentanoic acid

Downstream raw materials:

[(S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-isopropenyl-14-(4-methoxy-benzyloxy)-11-methoxymethoxy-1,11-dimethyl-2-oxo-tetradeca-7,12-diynyl]-phosphonic acid dimethyl ester

[(S)-9-(tert-Butyl-diphenyl-silanyloxy)-4-isopropenyl-11-methoxymethoxy-1,11-dimethyl-2,14-dioxo-tetradeca-7,12-diynyl]-phosphonic acid dimethyl ester

[(S)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-4-isopropenyl-11-methoxymethoxy-1,11-dimethyl-2-oxo-tetradeca-7,12-diynyl]-phosphonic acid dimethyl ester

(Z)-(S)-8-(tert-Butyl-diphenyl-silanyloxy)-13-isopropenyl-6-methoxymethoxy-2,6-dimethyl-cyclotetradec-2-ene-4,9-diynone