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

Base Information

Chemical Name:(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal
CAS No.:151122-97-3
Molecular Formula:C₃₄H₆₈O₅Si₂
Molecular Weight:613.082
Hs Code.:

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

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

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

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

There total 10 articles about (E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal 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: 90.0%

: 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

: 151122-97-3
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal

Guidance literature:: With manganese(IV) oxide; In dichloromethane;
DOI:10.1016/S0040-4039(00)60597-X

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 151122-97-3
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 90 percent / MnO₂ / CH₂Cl₂

With 2,6-dimethylpyridine; manganese(IV) oxide; 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

: 151122-97-3
(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal

Guidance literature:: Multi-step reaction with 11 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

11: 90 percent / MnO₂ / CH₂Cl₂

With 2,6-dimethylpyridine; dmap; manganese(IV) oxide; 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