(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

Base Information

Chemical Name:(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one
CAS No.:1370641-26-1
Molecular Formula:C₂₀H₂₀O₃
Molecular Weight:308.377
Hs Code.:

Synonyms:(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

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Chemical Property of (3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

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Technology Process of (3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

There total 12 articles about (3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-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: 91.0%

: 1370641-21-6
(S)-4-isopropyl-3-{(2R,3R,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9bhexahydrocyclopenta[c]chromen-2-yl}oxazolidin-2-one

: 1370641-26-1
(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

Guidance literature:: With lithium 1-naphthalenide; In tetrahydrofuran; at -78 ℃; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol300316a

Reference yield: 91.0%

: (4S,5R)-3-{(2R,3R,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-2-yl}-4,5-diphenyloxazolidin-2-one

: 1370641-26-1
(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

Guidance literature:: With naphthalene; lithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.1021/acs.joc.7b00082

Reference yield:

: 932-87-6
1-Bromo-2-phenylacetylene

: 1370641-26-1
(3R,3aS,9bR)-7-methoxy-9b-methyl-3-phenyl-2,3,3a,4-tetrahydrocyclopenta[c]chromen-1(9bH)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(ll) sulfate pentahydrate; 1,10-Phenanthroline; potassium carbonate / toluene / 90 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride / dichloromethane / 0.53 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: methanesulfonic acid / toluene / 1 h / 0 °C / Inert atmosphere

4.1: lithium 1-naphthalenide / tetrahydrofuran / -78 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; methanesulfonic acid; tri-n-butyl-tin hydride; potassium carbonate; lithium 1-naphthalenide; In tetrahydrofuran; dichloromethane; toluene; 2.2: Stille-type cross-coupling / 3.1: Nazarov cyclization;
DOI:10.1021/ol300316a