<1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate

Base Information

• Chemical Name: <1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate
• CAS No.: 110972-11-7
• Molecular Formula: C₃₉H₆₈O₃S₂Si₃
• Molecular Weight: 733.356

Synonyms:<1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate

Chemical Property of <1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate

There total 6 articles about <1S-<1α,2α,3β(1E,3R^*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate 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:

(1E,3S)-1-iodo-3-(tert-butyldimethylsiloxy)-1-octene (41138-67-4) → <1S-<1α,2α,3β(1E,3R*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate (110972-11-7)

Guidance literature:

Multi-step reaction with 5 steps

2: 78 percent / Zn, TiCl₄ / CH₂Cl₂ / 1 h / 0 °C

3: 1.) 9-borabicyclo<3.3.1>nonane, 2.) aq. NaOH, H₂O₂ / 1.) THF, from 0 to 18 deg C, 3 h, 2.) THF, 0 deg C, 15 min

4: 95 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / 1.) -50 deg C, 10 min, 2.) 17 deg C, 1 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; titanium tetrachloride; dimethyl sulfoxide; triethylamine; zinc; In dichloromethane;

DOI:10.1021/jo00234a014

Reference yield:

<2S-<1α,2α,3β,(1E,3R*),4α>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<(1,1-dimethylethyl)dimrthylsilyl>oxy-1-octenyl>-2-(2-propynyl)cyclopentanemethanol (111005-07-3) → <1S-<1α,2α,3β(1E,3R*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate (110972-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / 1.) -50 deg C, 10 min, 2.) 17 deg C, 1 h

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1021/jo00234a014

Reference yield:

(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-prop-2-ynyl-cyclopent-2-enone (110972-07-1) → <1S-<1α,2α,3β(1E,3R*),4α>>-O-<4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentyl>(dimethylphenylsilyl)methyl S-methyl carbonodithioate (110972-11-7)

Guidance literature:

Multi-step reaction with 5 steps

2: 78 percent / Zn, TiCl₄ / CH₂Cl₂ / 1 h / 0 °C

3: 1.) 9-borabicyclo<3.3.1>nonane, 2.) aq. NaOH, H₂O₂ / 1.) THF, from 0 to 18 deg C, 3 h, 2.) THF, 0 deg C, 15 min

4: 95 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / 1.) -50 deg C, 10 min, 2.) 17 deg C, 1 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; titanium tetrachloride; dimethyl sulfoxide; triethylamine; zinc; In dichloromethane;

DOI:10.1021/jo00234a014

upstream raw materials:

carbon disulfide

dimethyl(phenyl)silyllithium

<1S-<1α,2α,3β(1E,3R^*),4α>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-octenyl>-2-(2-propynyl)cyclopentanecarboxaldehyde

methyl iodide

Downstream raw materials:

<3aR-<3aα,4α(1E,3R^*),5β,6aα>>-(1,1-dimethylethyl)<<1-<2-<5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-methylene-4-octahydropentalenyl>ethenyl>hexyl>oxy>dimethylsilane

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