methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

Base Information

Chemical Name:methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate
CAS No.:618385-74-3
Molecular Formula:C₂₉H₃₃FN₂O₄
Molecular Weight:492.59
Hs Code.:

methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

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Chemical Property of methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

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Technology Process of methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

There total 7 articles about methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate 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:

: 618385-72-1
(3R,3aS,4S,4aR,7R,8aS,9aR)-7-(aminomethyl)-4-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-3-methyldecahydronaphtho[2,3-c]furan-1(3H)-one

: 79-22-1
methyl chloroformate

: 618385-74-3
methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ml400452v

Reference yield:

: 618386-45-1
(3R,3aS,4S,4aR,7R,8aS,9aR)-4-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-7-(hydroxymethyl)-3-methyldecahydronaphtho[2,3-c]furan-1(3H)-one

: 618385-74-3
methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / -40 - 20 °C

2: sodium azide / dimethyl sulfoxide / 1.5 h / 20 - 65 °C

3: trimethylphosphane / tetrahydrofuran; water; ethyl acetate / 4 h / 0 - 20 °C

4: triethylamine / dichloromethane / 0 - 20 °C

With sodium azide; triethylamine; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ml400452v

Reference yield:

: 618386-13-3
C₂₆H₂₆FNO₃

: 618385-74-3
methyl (((1R,3aR,4aS,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)methyl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

1.2: 1 h / 20 °C

2.1: hydrogenchloride / water; 1,4-dioxane / 1 h

3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.08 h / 0 °C

4.1: triethylamine / dichloromethane / 2 h / -40 - 20 °C

5.1: sodium azide / dimethyl sulfoxide / 1.5 h / 20 - 65 °C

6.1: trimethylphosphane / tetrahydrofuran; water; ethyl acetate / 4 h / 0 - 20 °C

7.1: triethylamine / dichloromethane / 0 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; sodium azide; potassium tert-butylate; triethylamine; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1021/ml400452v