(1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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.:154807-85-9
Molecular Formula:C₃₄H₄₄O₄
Molecular Weight:516.721
Hs Code.:

(1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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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Technology Process of (1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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 9 articles about (1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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: 50.0%

: (E)-9-(4-Methoxy-phenyl)-2,6-dimethyl-3-oxo-non-6-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

: (1R,4aS,10aR)-6-Methoxy-1,4a-dimethyl-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

: 154807-85-9
(1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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; In methanol; at 0 ℃; for 8h;
DOI:10.1021/jo00079a006

Reference yield:

: 609-14-3
2-acetylpropanoic acid ethyl ester

: 154807-85-9
(1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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:: Multi-step reaction with 3 steps

1: 90 percent / 4-(dimethylamino)pyridine / toluene / 72 h / Heating

2: 85 percent / LDA, DMPU / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) 0 deg C, 1 h

3: 50 percent / Mn(OAc)3*2H₂O / methanol / 8 h / 0 °C

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese triacetate; lithium diisopropyl amide; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jo00079a006

Reference yield:

: 5406-18-8
3-(p-methoxyphenyl)-1-propanol

: 154807-85-9
(1S,4aR,10aS)-6-Methoxy-1,4a-dimethyl-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:: Multi-step reaction with 6 steps

1: 82 percent / PCC / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 75 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) 1 h

3: 97 percent / DIBAL / toluene; CH₂Cl₂ / Ambient temperature

4: PBr₃ / tetrahydrofuran / 0.5 h / 0 °C

5: 85 percent / LDA, DMPU / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) 0 deg C, 1 h

6: 50 percent / Mn(OAc)3*2H₂O / methanol / 8 h / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese triacetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00079a006