[(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

Base Information

• Chemical Name: [(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
• CAS No.: 191214-01-4
• Molecular Formula: C₃₉H₅₅O₈PSi
• Molecular Weight: 710.92
• Mol file: 191214-01-4.mol

Synonyms:[(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

Chemical Property of [(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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(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

There total 12 articles about [(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 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: 88.0%

[(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 (191214-00-3) → [(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 (191214-01-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water;

DOI:10.1021/jo970360d

Reference yield:

(-)-perillyl alcohol (536-59-4,18457-55-1) → [(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 (191214-01-4)

Guidance literature:

Multi-step reaction with 11 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

9: pyridinium dichromate

10: BuLi

11: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / H₂O

With 1H-imidazole; tert.-butylhydroperoxide; dipyridinium dichromate; n-butyllithium; bis(acetylacetonate)oxovanadium; toluene-4-sulfonic acid; periodic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 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)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-4-isopropenyl-11-methoxymethoxy-1,11-dimethyl-2-oxo-tetradeca-7,12-diynyl]-phosphonic acid dimethyl ester (191214-01-4)

Guidance literature:

Multi-step reaction with 10 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

8: pyridinium dichromate

9: BuLi

10: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / H₂O

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; toluene-4-sulfonic acid; periodic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo970360d

upstream 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

(-)-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:

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

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

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