(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

Base Information

Chemical Name:(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one
CAS No.:152984-41-3
Molecular Formula:C₂₇H₃₈O₅
Molecular Weight:442.596
Hs Code.:

(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

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Chemical Property of (1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

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Technology Process of (1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

There total 1 articles about (1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-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:

: 152984-40-2
(1S,2S,4R)-2-<(R)-3-(Methoxymethoxy)-1-cyclohexen-1-yl>-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanol

: 74-88-4
methyl iodide

: 152984-41-3
(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

Guidance literature:: With potassium hexamethylsilazane; 18-crown-6 ether; Yield given. Multistep reaction; 1.) THF, toluene, r.t., 1 h, 2.) r.t., 30 min;
DOI:10.1021/jo00076a058

Reference yield:

: 152984-41-3
(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

: (1S,2R,3R,4R,5R,9R,10S,12R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3-(4-methoxy-phenoxy)-9,15,15-trimethyl-tricyclo[10.2.1.0^4,9]pentadecane-1,10-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) OsO₄, 2.) LiAlH₄ / 1.) pyridine, r.t., 3 d, 2.) THF, 5 h

2: 94 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With osmium(VIII) oxide; lithium aluminium tetrahydride; triethylamine; In dichloromethane;
DOI:10.1021/jo00076a058

Reference yield:

: 152984-41-3
(1R,4aR,7R,10E,12S,12aS)-1-(Methoxymethoxy)-2,3,4,4a,6,7,8,9,12,12a-decahydro-12-(p-methoxyphenoxy)-4a,13,13-trimethyl-7,10-methanobenzocyclodecen-5(1H)-one

: (1R,4aR,5R,7R,10S,11S,12R,12aS)-5-(tert-Butyldimethylsiloxy)tetradecahydro-12-(p-methoxyphenoxy)-4a,14,14-trimethyl-1-(methoxymethoxy)-5,11-epoxy-7,10-methanobenzocyclodecen-10-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) OsO₄, 2.) LiAlH₄ / 1.) pyridine, r.t., 3 d, 2.) THF, 5 h

2: 94 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

3: 95 percent / 3-Angstroem molecular sieves, pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 24 h

4: 80 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 0.25 h / Heating

With osmium(VIII) oxide; lithium aluminium tetrahydride; 3 A molecular sieve; potassium tert-butylate; sodium acetate; triethylamine; pyridinium chlorochromate; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00076a058