Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

Base Information

Chemical Name:Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester
CAS No.:297741-44-7
Molecular Formula:C₄₈H₆₆O₉Si
Molecular Weight:815.132
Hs Code.:

Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

Synonyms:Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

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Chemical Property of Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

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Technology Process of Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

There total 13 articles about Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl 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: 76.0%

: 3882-09-5
4-(allyloxy)-4-oxobutanoic acid

: 297741-46-9
(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

: 297741-44-7
Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h; under 11250900 Torr;
DOI:10.1055/s-2001-14564

Reference yield:

: Triethyl-{(1R,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-silane

: 297741-44-7
Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

2.1: n-BuLi / tetrahydrofuran / 0 - 20 °C

2.2: H₂ / Pd/C / ethyl acetate / 20 °C

3.1: 27 percent / CSA / CHCl₃; methanol / 0 - 20 °C

4.1: 91 percent / MeI; NaHCO₃ / acetone; H₂O / 60 °C

5.1: 76 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C / 11251100 Torr

With dmap; n-butyllithium; camphor-10-sulfonic acid; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetone; 2.1: Condensation / 2.2: Hydrogenation / 3.1: Cyclization / 4.1: demethylthiomethylation / 5.1: Acylation;
DOI:10.1021/ol0060634

Reference yield:

: (R)-2-Butyl-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-tetrahydro-furan

: 297741-44-7
Succinic acid allyl ester (2S,3R,6R,8R,9S)-3-butyl-2-(tert-butyldiphenylsilanyloxymethyl)-8-[2-(4-methoxybenzyloxy)ethyl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 20 percent / RuCl₃; NaIO₄ / acetonitrile; CCl₄; aq. phosphate buffer / 20 °C / pH 8

2.1: Me₂AlCl / CH₂Cl₂ / 0 - 20 °C

2.2: TESCl; imidazole; DMAP / dimethylformamide / 0 - 20 °C

2.3: Ac₂O / 20 °C

3.1: n-BuLi / tetrahydrofuran / 0 - 20 °C

3.2: H₂ / Pd/C / ethyl acetate / 20 °C

4.1: 27 percent / CSA / CHCl₃; methanol / 0 - 20 °C

5.1: 91 percent / MeI; NaHCO₃ / acetone; H₂O / 60 °C

6.1: 76 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C / 11251100 Torr

With dmap; ruthenium trichloride; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; dimethylaluminum chloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; methyl iodide; In tetrahydrofuran; methanol; tetrachloromethane; phosphate buffer; dichloromethane; chloroform; water; acetone; acetonitrile; 1.1: Substitution / 2.1: Addition / 2.2: Addition / 2.3: Addition / 3.1: Condensation / 3.2: Hydrogenation / 4.1: Cyclization / 5.1: demethylthiomethylation / 6.1: Acylation;
DOI:10.1021/ol0060634