{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

Base Information

Chemical Name:{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester
CAS No.:860651-96-3
Molecular Formula:C₅₃H₇₈O₈Si₂
Molecular Weight:899.369
Hs Code.:

{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

Synonyms:{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

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Chemical Property of {2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

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Technology Process of {2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

There total 16 articles about {2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl 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:

: 1027166-75-1
(6E,9Z)-(3R,5S)-11-(tert-Butyl-diphenyl-silanyloxy)-9-methyl-3,5-bis-trimethylsilanyloxy-undeca-6,9-dienoic acid butyl ester

: 439143-41-6
(2E)(5R)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

: 860651-96-3
{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1002/anie.200500564

Reference yield:

: 1-(((E)-4-(4-methoxybenzyloxy)but-2-enyloxy)methyl)-4-methoxybenzene

: 860651-96-3
{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: AD-mix-α; H2O / 2-methyl-propan-2-ol / 0 - 20 °C

2: 1.44 g / sodium periodate/SiO₂ / CH₂Cl₂ / 0.5 h

3: 6-bis[(4R)-4-phenyl-2-oxazolin-2-yl]pyridine; CuCl₂; AgSbF₆ / CH₂Cl₂ / 4 h / -78 °C

4: 89 percent / imidazole / dimethylformamide / 18 h

5: 80 percent / LiAlH₄ / diethyl ether / 1 h

6: 438 mg / TMSOTf / CH₂Cl₂ / 0.75 h / -78 °C

With 1H-imidazole; sodium periodate; AD-mix-α; silver hexafluoroantimonate; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; water; silica gel; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; copper dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1002/anie.200500564

Reference yield:

: 860651-93-0
(2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

: 860651-96-3
{2-((4R,6S)-[(R,E)-4-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2-methylpent-1-enyl]-6-[(1E,4Z)-6-(tert-butyldiphenylsilanyloxy)-4-methylhexa-1,4-dienyl]-[1,3]dioxan-4-yl)}acetic acid butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: SiCl₄; chiral Denmark's bisphosphoramide catalyst / CH₂Cl₂ / 18 h / -78 °C

2: 1 h / Heating

3: diethylmethoxyborane; NaBH₄ / tetrahydrofuran / 18 h / -78 °C

4: imidazole; 4-dimethylaminopyridine / dimethylformamide / 18 h

5: 438 mg / TMSOTf / CH₂Cl₂ / 0.75 h / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; tetrachlorosilane; trimethylsilyl trifluoromethanesulfonate; chiral Denmark's bisphosphoramide catalyst; diethyl methoxy borane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200500564