Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

Base Information

Chemical Name:Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester
CAS No.:443791-89-7
Molecular Formula:C₃₆H₆₀O₆Si₂
Molecular Weight:645.04
Hs Code.:

Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

Synonyms:Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

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Chemical Property of Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

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Technology Process of Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

There total 8 articles about Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl 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: 71.0%

: 65-85-0,8013-63-6
benzoic acid

: 443791-87-5
(2E,7E,9E)-(4S,5S,6S)-11-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5,9-dimethyl-6-triisopropylsilanyloxy-undeca-2,7,9-trienoic acid methyl ester

: 443791-89-7
Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene;
DOI:10.1016/S0040-4039(02)00536-1

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 443791-89-7
Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: 94 percent / DIBAL-H / tetrahydrofuran / -78 °C

3: NaHCO₃ / NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

4: 71 percent / PPh₃; DEAD / toluene

With diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; chromium dichloride; nickel dichloride; In tetrahydrofuran; dichloromethane; toluene; 3: Kishi-Nozaki reaction / 4: Mitsunobu reaction;
DOI:10.1016/S0040-4039(02)00536-1

Reference yield:

: 156336-31-1
4-methyl-6-<(tert-butyldimethylsilyl)oxy>-2,4-hexadienal

: 443791-89-7
Benzoic acid (4E,6E)-(1R,2S,3S)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-2,6-dimethyl-3-triisopropylsilanyloxy-octa-4,6-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / n-Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: Me₃Al / tetrahydrofuran / 0 - 20 °C

3: Et₃N / CH₂Cl₂ / 0 °C

4: 94 percent / DIBAL-H / tetrahydrofuran / -78 °C

5: NaHCO₃ / NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

6: 71 percent / PPh₃; DEAD / toluene

With di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; chromium dichloride; nickel dichloride; In tetrahydrofuran; dichloromethane; toluene; 1: Evans reaction / 5: Kishi-Nozaki reaction / 6: Mitsunobu reaction;
DOI:10.1016/S0040-4039(02)00536-1