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

Base Information

Chemical Name:2,2-dimethylpropionic acid (4R,4aR,6R,7R,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-4-isopropyl-1-methyl-7-[tetrahydropyran-2'-yloxy]-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester
CAS No.:639056-22-7
Molecular Formula:C₄₄H₆₄O₅Si
Molecular Weight:701.075
Hs Code.:

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

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

There total 13 articles about 2,2-dimethylpropionic acid (4R,4aR,6R,7R,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-4-isopropyl-1-methyl-7-[tetrahydropyran-2'-yloxy]-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: 91.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 503071-93-0
2,2-dimethylpropionic acid (4R,4aR,6R,7R,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

: 639056-22-7
2,2-dimethylpropionic acid (4R,4aR,6R,7R,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-4-isopropyl-1-methyl-7-[tetrahydropyran-2'-yloxy]-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2003.08.057

Reference yield:

: 221290-57-9
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetaldehyde

: 639056-22-7
2,2-dimethylpropionic acid (4R,4aR,6R,7R,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-4-isopropyl-1-methyl-7-[tetrahydropyran-2'-yloxy]-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: ¹Ipc₂BOMe / diethyl ether; tetrahydrofuran / 1 h / 20 °C

1.2: diethyl ether; tetrahydrofuran / 6 h / -78 °C

1.3: 77 percent / H₂O₂; NaOH / H₂O; tetrahydrofuran; diethyl ether / 15 h / 20 °C

2.1: 100 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

3.1: 99 percent / AcOH / H₂O; tetrahydrofuran / 21 h / 20 °C

4.1: 98 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

5.1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

6.1: 95 percent / 18-crown-6 / acetonitrile / 6 h / 80 °C

7.1: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

7.2: 100 percent / tartaric acid / H₂O; ethyl acetate; various solvents / 1 h / 20 °C

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

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

8.3: 7 percent / NaOH; H₂O₂ / tetrahydrofuran; cyclohexane / 20 °C

9.1: 94 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

10.1: 78 percent / Me₂S; BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 - -20 °C

11.1: 60 percent / 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst / CH₂Cl₂ / 24 h / 20 °C

12.1: 91 percent / PPTS / CH₂Cl₂ / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; 18-crown-6 ether; dimethylsulfide; boron trifluoride diethyl etherate; sec.-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; acetic acid; triethylamine; (-)-B-methoxy-diisopinocamphenylborane; 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; cyclohexane; water; toluene; acetonitrile; 1.2: Brown allylation / 8.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057

Reference yield:

: 402827-41-2
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}methanol

: 639056-22-7
2,2-dimethylpropionic acid (4R,4aR,6R,7R,11R,12aR)-11-(tert-butyl(diphenyl)silanyloxy)-4-isopropyl-1-methyl-7-[tetrahydropyran-2'-yloxy]-3,4,4a,5,6,7,10,11,12,12a-decahydrobenzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2.1: 95 percent / 18-crown-6 / acetonitrile / 6 h / 80 °C

3.1: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

3.2: 100 percent / tartaric acid / H₂O; ethyl acetate; various solvents / 1 h / 20 °C

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

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

4.3: 7 percent / NaOH; H₂O₂ / tetrahydrofuran; cyclohexane / 20 °C

5.1: 94 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

6.1: 78 percent / Me₂S; BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 - -20 °C

7.1: 60 percent / 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst / CH₂Cl₂ / 24 h / 20 °C

8.1: 91 percent / PPTS / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; 18-crown-6 ether; dimethylsulfide; boron trifluoride diethyl etherate; sec.-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; (-)-B-methoxy-diisopinocamphenylborane; 1,3-bis(2,4,6-triMePh)imidazolidine based ruthenium catalyst; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; toluene; acetonitrile; 4.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057