(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

Base Information

Chemical Name:(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one
CAS No.:1312103-58-4
Molecular Formula:C₂₆H₃₈O₅
Molecular Weight:430.585
Hs Code.:

Synonyms:(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

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Chemical Property of (3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

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Technology Process of (3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

There total 17 articles about (3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one 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: 49.0%

: 1312103-59-5
(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

: 1312103-69-7
(3aS,8R,11aS,Z)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

: 1312103-58-4
(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 48h; Reflux;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: C₁₅H₂₀O₄

: 1312103-69-7
(3aS,8R,11aS,Z)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

: 1312103-58-4
(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

1.2: 0 °C

2.1: dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

3.1: copper(I) bromide / tetrahydrofuran / 0.25 h / 0 °C

3.2: 4 h / 0 - 20 °C

4.1: pyridinium p-toluenesulfonate / methanol / 12 h / Reflux

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C

6.1: Grubbs catalyst first generation / dichloromethane / 48 h / Reflux

With Grubbs catalyst first generation; dmap; sodium tetrahydroborate; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; copper(I) bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: 1312103-61-9
(2R,3R)-2-(enzyloxy)-3-(methoxymethoxy)hex-5-en-1-ol

: 1312103-69-7
(3aS,8R,11aS,Z)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

: 1312103-58-4
(3aS,8R,11aS,E)-8-((R)-1-(benzyloxy)heptyl)-2,2-dimethyl-4,5,8,9-tetrahydro-3aH-[1,3]dioxolo[4,5-e]oxecin-6(11aH)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: copper(I) bromide / tetrahydrofuran / 0.25 h / 0 °C

2.2: 4 h / 0 - 20 °C

3.1: pyridinium p-toluenesulfonate / methanol / 12 h / Reflux

4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C

5.1: Grubbs catalyst first generation / dichloromethane / 48 h / Reflux

With Grubbs catalyst first generation; dmap; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; copper(I) bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.03.102