2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

Base Information

Chemical Name:2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester
CAS No.:634151-79-4
Molecular Formula:C₄₆H₆₂O₅Si
Molecular Weight:723.081
Hs Code.:

2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

Synonyms:2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

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Chemical Property of 2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

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Technology Process of 2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

There total 12 articles about 2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-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: 52.0%

: 634151-73-8
2,2-dimethyl-propionic acid (1S,2R)-1-{(1R,5R,6R)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-pent-4-enyl]-5-isopropyl-2-methyl-cyclohex-2-enylmethyl}-2-(4-methoxyphenoxy)-but-3-enyl ester

: 634151-79-4
2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Heating;
DOI:10.1016/j.tetlet.2003.09.010

Reference yield:

: 634151-74-9
(2S,3R)-1-{(1R,5R,6R)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-pent-4-enyl]-5-isopropyl-2-methyl-cyclohex-2-enyl}-3-(4-methoxyphenoxy)-pent-4-en-2-ol

: 634151-79-4
2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 40 °C

2: 62 percent Turnov_. / Grubbs catalyst / CH₂Cl₂ / 39 h

With pyridine; dmap; Grubbs catalyst first generation; In dichloromethane;
DOI:10.1016/j.tet.2004.12.039

Reference yield:

: 848760-88-3
(2S,3R)-1-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]3-(4-methoxyphenoxy)-pent-4-en-2-ol

: 634151-79-4
2,2-dimethyl-propionic acid (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-yl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / DIPEA; TBAI / CH₂Cl₂ / 7 h / 25 °C

2: LiBF₄ / acetonitrile; H₂O / 6 h / 25 °C

3: 408 mg / NaBH₄ / ethanol / 0.33 h / 25 °C

4: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

5: 100 percent / 18-crown-6 / acetonitrile / 2.5 h / 80 °C

6: DIBAL-H / hexane; toluene / 1 h / -78 °C

7: 420 mg / tetrahydrofuran; diethyl ether / 48 h / -78 °C

8: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

9: 45 percent / Me₂S; BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -20 °C

10: 66 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 40 °C

11: 62 percent Turnov_. / Grubbs catalyst / CH₂Cl₂ / 39 h

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; dimethylsulfide; TEA; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; 7: Brown allylation;
DOI:10.1016/j.tet.2004.12.039