2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Base Information

Chemical Name:2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester
CAS No.:503071-75-8
Molecular Formula:C₄₁H₅₈O₅Si
Molecular Weight:658.994
Hs Code.:

2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Synonyms:2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

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Chemical Property of 2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

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Technology Process of 2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

There total 14 articles about 2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl 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: 71.0%

: 108-24-7
acetic anhydride

: 503071-68-9
2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-hydroxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

: 503071-75-8
2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: With dmap; In pyridine; at 20 ℃;
DOI:10.1016/S0040-4039(02)02646-1

Reference yield:

: 402827-64-9
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetaldehyde

: 503071-75-8
2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sec-BuLi; ¹Ipc₂BOMe / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: BF₃*Et₂O / tetrahydrofuran; cyclohexane / 5 h / -78 °C

1.3: 70 percent / NaOH; H₂O₂ / tetrahydrofuran; cyclohexane / 20 °C

2.1: 80 percent / pyridine; 4-(dimethylamino)pyridine / 72 h / 20 °C

3.1: 64 percent / PhSH; BF₃*Et₂O / CH₂Cl₂ / -78 - -10 °C

4.1: 73 percent / 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst / CH₂Cl₂ / 120 h / 20 °C

5.1: 71 percent / pyridine; 4-(dimethylamino)pyridine / 24 h / 20 °C

With pyridine; dmap; boron trifluoride diethyl etherate; sec.-butyllithium; thiophenol; (-)-B-methoxy-diisopinocamphenylborane; 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst; In tetrahydrofuran; dichloromethane; cyclohexane; 1.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057

Reference yield:

: 503071-63-4
(2S,3S)-1-{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}-3-methoxymethoxypent-4-en-2-ol

: 503071-75-8
2,2-dimethylpropionic acid (4R,4aR,6S,7S,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-7-acetoxy-4-isopropyl-1-methyl-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / pyridine; 4-(dimethylamino)pyridine / 72 h / 20 °C

2: 64 percent / PhSH; BF₃*Et₂O / CH₂Cl₂ / -78 - -10 °C

3: 73 percent / 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst / CH₂Cl₂ / 120 h / 20 °C

4: 71 percent / pyridine; 4-(dimethylamino)pyridine / 24 h / 20 °C

With pyridine; dmap; boron trifluoride diethyl etherate; thiophenol; 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst; In dichloromethane;
DOI:10.1016/j.tet.2003.08.057