(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

Base Information

Chemical Name:(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one
CAS No.:226915-12-4
Molecular Formula:C₂₉H₃₀F₃NO₄
Molecular Weight:513.557
Hs Code.:

(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

Synonyms:(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

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Chemical Property of (1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

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Technology Process of (1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

There total 10 articles about (1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-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: 83.0%

: 226915-92-0
[5-(3-trifluoromethylphenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester

: C₁₇H₂₄O₅

: 226915-12-4
(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

Guidance literature:: [5-(3-trifluoromethylphenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

C₁₇H₂₄O₅; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

Reference yield: 83.0%

: 226915-92-0
[5-(3-trifluoromethylphenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester

: 226916-29-6
(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-3'-oxo-spiro[1,3-dioxolane-2,6'(3'H)-naphtho[2,3-c]furan]-9'-carboxaldehyde

: 226915-12-4
(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

Guidance literature:: [5-(3-trifluoromethylphenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-3'-oxo-spiro[1,3-dioxolane-2,6'(3'H)-naphtho[2,3-c]furan]-9'-carboxaldehyde; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Further stages.;
DOI:10.1021/jm061043e

Reference yield:

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 226915-12-4
(1'R,3'aR,4'aR,8'aR,9'S,9'aS)-decahydro-1'-methyl-9'-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]-spiro[1,3-dioxolane-26'(3'H)-naphtho[2,3-c]furan]-3'-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 16 h / 0 - 20 °C

2.1: 6.7 g / pyridine; aq. K₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / 16 h / 120 °C / Heating

3.1: LDA / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 0 °C

4.2: 83 percent / tetrahydrofuran; hexane / 2 h / 0 °C

With pyridine; n-butyllithium; potassium carbonate; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; toluene; 2.1: Suzuki coupling / 4.2: Horner-Emmons reaction;
DOI:10.1021/jm061043e