(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

Base Information

Chemical Name:(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol
CAS No.:1026069-82-8
Molecular Formula:C₃₄H₇₀O₅Si₂
Molecular Weight:615.098
Hs Code.:

Synonyms:(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

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Chemical Property of (E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

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Technology Process of (E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

There total 8 articles about (E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol 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: 78.0%

: (E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-formyloxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enoic acid ethyl ester

: 1026069-82-8
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1016/S0040-4039(00)60597-X

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1026069-82-8
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 78 percent / DIBAL / toluene / -78 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)60597-X

Reference yield:

: 135708-87-1,135818-58-5
(3R,4S,6S,7R)-8-Benzyloxy-2-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octanoic acid

: 1026069-82-8
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent / oxalyl chloride, DMAP / CH₂Cl₂

2: TsNHNH₂ / 1,2-dimethoxy-ethane / 90 °C

3: DIBAL / toluene / -78 °C

4: PhI(OAc)2 / cyclohexane / Irradiation

5: 90 percent / triphenyltin hydride, AIBN / toluene / Heating

6: 90 percent / hydrogen / Pd(OH)2 / ethyl acetate

7: 4-hydroxy-TEMPO benzoate, Co(OCl)2, aq. NaHCO₃ / CH₂Cl₂

8: toluene / 80 °C

9: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

10: 78 percent / DIBAL / toluene / -78 °C

With 2,6-dimethylpyridine; dmap; oxalyl dichloride; 4-hydroxy-TEMPO benzoate; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; 2ClO^(1-)*Co⁽²⁺⁾; triphenylstannane; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid hydrazide; palladium dihydroxide; In 1,2-dimethoxyethane; dichloromethane; cyclohexane; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)60597-X