(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

Base Information

Chemical Name:(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one
CAS No.:194158-61-7
Molecular Formula:C₂₆H₃₈O₃
Molecular Weight:398.586
Hs Code.:

Synonyms:(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

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Chemical Property of (1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

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Technology Process of (1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

There total 7 articles about (1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-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: 98.0%

: 194158-82-2
(1R,3aR,4S,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-ol

: 194158-61-7
(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

Guidance literature:: With dipyridinium dichromate; pyridinium p-toluenesulfonate; In dichloromethane; for 5h; Ambient temperature;
DOI:10.1021/jo970604u

Reference yield:

: 100-59-4
phenylmagnesium chloride

: 194158-61-7
(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) CuCN, LiCl / 1) THF, -78 deg C; 2) THF, -78 deg C, 6 h, -78 deg C --> rt, 12 h

2: tetrabutylammonium fluoride / tetrahydrofuran / 1) rt, 8 d; 2) 60 deg C, 20 h

3: 98 percent / pyridinium dichromate, pyridinium tosylate / CH₂Cl₂ / 5 h / Ambient temperature

With dipyridinium dichromate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; lithium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo970604u

Reference yield:

: 104651-47-0
(S)-2-[(1R,3aR,4S,7aR)-octahydro-4-[(1,1-dimethylethyl)dimethylsilyloxy]-7a-methyl-1H-inden-1-yl]propanal

: 194158-61-7
(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Methoxymethoxy-1,5-dimethyl-4-phenyl-hex-2-enyl)-7a-methyl-octahydro-inden-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1) hexane, Et₂O, -78 deg C, 4 h; 2) Et₂O, hexane, -85 deg C, 2 h

2: 1.) n-BuLi / 1) hexane, Et₂O, -78 deg C, 15 min; 2) hexane, Et₂O, 3 h

3: 1.) CuCN, LiCl / 1) THF, -78 deg C; 2) THF, -78 deg C, 6 h, -78 deg C --> rt, 12 h

4: tetrabutylammonium fluoride / tetrahydrofuran / 1) rt, 8 d; 2) 60 deg C, 20 h

5: 98 percent / pyridinium dichromate, pyridinium tosylate / CH₂Cl₂ / 5 h / Ambient temperature

With dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; lithium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo970604u