(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

Chemical Name:(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
CAS No.:238746-42-4
Molecular Formula:C₃₆H₄₈O₄
Molecular Weight:544.775
Hs Code.:

(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Synonyms:(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Chemical Property of (1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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MSDS Files:: SDS file from LookChem

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Technology Process of (1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 1 articles about (1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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: 77.0%

: 238746-41-3
(E)-9-(3-Isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

: 238746-42-4
(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: With manganese triacetate; ytterbium(III) triflate; In various solvent(s); at -5 ℃;
DOI:10.1021/ja9901664

Reference yield: 95.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 238746-42-4
(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

: 238746-43-5
(4aS,10aR)-7-Isopropyl-8-methoxy-4a-methyl-2-trifluoromethanesulfonyloxy-3,4,4a,9,10,10a-hexahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: (1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - -20 ℃; for 2h;

N,N-phenylbistrifluoromethane-sulfonimide; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo9919613

Reference yield:

: 238746-42-4
(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

: 74285-86-2
14-hydroxy-19-(4->3)-abeo-abieta-3,8,11,13-tetraen-19,18-olide

Guidance literature:: Multi-step reaction with 4 steps

1.1: KHMDS / tetrahydrofuran; toluene / 2 h / -78 - -20 °C

1.2: 95 percent / -78 - 20 °C

2.1: 63 percent / DIBAL-H / CH₂Cl₂; toluene / 20 h / -30 °C

3.1: 93 percent / n-Bu₃N; LiCl / Pd(PPh₃)4 / acetonitrile / 65 °C / 760.05 Torr

4.1: 99 percent / BBr₃ / CH₂Cl₂ / 2 h / -78 - 20 °C

With tributyl-amine; boron tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1.1: Metallation / 1.2: Substitution / 2.1: Reduction / 3.1: Carbonylation / 4.1: demethylation;
DOI:10.1021/jo9919613