(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

Base Information

Chemical Name:(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol
CAS No.:145262-31-3
Molecular Formula:C₄₀H₆₂O₆S₂Si₂
Molecular Weight:759.232
Hs Code.:

(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

Synonyms:(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

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Chemical Property of (2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

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Technology Process of (2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

There total 8 articles about (2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol 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: 82.0%

: 145262-30-2
(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)-1-(2,4,6-trimethylbenzoyloxy)dodeca-2,8,10-triene

: 145262-31-3
(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; a) 0 deg C, 30 min, b) room temperature, 90 min;
DOI:10.1139/v92-296

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 145262-31-3
(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 1.33 h / 0 °C

2: 82 percent / lithium aluminium hydride / diethyl ether / a) 0 deg C, 30 min, b) room temperature, 90 min

With lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1139/v92-296

Reference yield:

: 17922-24-6
tert-butyloxydiphenylsilyl chloride

: 145262-31-3
(2Z,8Z,10E)-12-tert-butoxydiphenylsilyloxy-7-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-methyl-6,6-(propylenedithio)dodeca-2,8,10-trien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 51 percent / pyridinium para-toluenesulfonate / 2-methyl-propan-2-ol / 10 h / 60 °C

3: 76 percent / dimethyl sulfoxide, oxalyl chloride, diisopropylethylamine / CH₂Cl₂ / a) -78 deg C, 15 min, b) 0 deg C, 25 min

4: 1.) butyllithium / 1.) THF, hexane, -93 deg C, 15 s, 2.) THF, -93 deg C, 35 min

5: 85 percent / triethylamine / CH₂Cl₂ / 1.33 h / 0 °C

6: 82 percent / lithium aluminium hydride / diethyl ether / a) 0 deg C, 30 min, b) room temperature, 90 min

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1139/v92-296