(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

Base Information

Chemical Name:(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate
CAS No.:795308-11-1
Molecular Formula:C₄₁H₅₂O₇Si
Molecular Weight:684.945
Hs Code.:

Synonyms:(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

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Chemical Property of (2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

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Technology Process of (2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

There total 5 articles about (2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate 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: 86.0%

: 244260-82-0
2-(4-methoxybenzyloxy)hex-5-enoic acid

: 795308-10-0
(2S) 1-[(tert-butyldiphenylsilyl)oxy]-7-(1',3'-dioxolan-2'-yl)-5-methyl-3,5-heptadiene-2-ol

: 795308-11-1
(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/ejoc.200400262

Reference yield:

: 64482-41-3
(3E)-4-[(4S)-2,2-dimethyl(1,3-dioxolan-4-yl)]but-3-en-2-one

: 795308-11-1
(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 70 percent / tetrahydrofuran; hexane / 20 °C

2.1: 76 percent / trifluoroacetic acid / acetic acid / 4 h / 0 °C

3.1: 82 percent / DMAP; triethylamine / tetrahydrofuran / 3 h / 0 °C

4.1: 86 percent / DMAP; dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / 20 °C

With dmap; n-butyllithium; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; acetic acid;
DOI:10.1002/ejoc.200400262

Reference yield:

: 795308-09-7
(2S)-7-(1',3'-dioxolan-2'-yl)-5-methyl-3,5-heptadiene-1,2-diol

: 795308-11-1
(2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / DMAP; triethylamine / tetrahydrofuran / 3 h / 0 °C

2: 86 percent / DMAP; dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h / 20 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200400262