(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

Base Information

Chemical Name:(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one
CAS No.:186448-89-5
Molecular Formula:C₄₃H₇₈O₇Si₂
Molecular Weight:763.259
Hs Code.:

(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

Synonyms:(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

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Chemical Property of (E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

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Technology Process of (E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

There total 18 articles about (E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-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: 88.0%

: 164714-15-2
(E)-(2R,5R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-1-ol

: 186448-89-5
(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

Guidance literature:: With calcium carbonate; methyl iodide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/S0040-4039(00)73279-5

Reference yield:

: 127258-23-5
(1R,2R,4R)-4-<(phenylsulfonyl)methyl>-2-methoxy-1-<oxy>cyclohexane

: 186448-89-5
(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) n-BuLi, 2.) BF₃*Et₂O, 3.) Na₂HPO₄, 4.) Na(Hg)

2: 92 percent / Et₃N

3: 87 percent / NaH / hexamethylphosphoric acid triamide / 6 h / Ambient temperature

4: 78 percent / LiI, BF₃*OEt₂ / diethyl ether / -78 °C

5: 84 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

6: 87 percent / t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

7: 73 percent / camphorsulfonic acid / methanol / 2 h / Ambient temperature

8: 87 percent / DMAP

9: 93 percent / 2,6-lutidine

10: 86 percent / DIBAL

11: 88 percent / MeI, CaCO₃ / acetonitrile; tetrahydrofuran; H₂O / 50 °C

With 2,6-dimethylpyridine; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; triethylamine; calcium carbonate; lithium iodide; methyl iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/ja963066w

Reference yield:

: 143619-00-5
Triisopropyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-silane

: 186448-89-5
(E)-(2R,3S,6R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-10-hydroxy-3-(4-methoxy-benzyloxy)-1-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,6,8-trimethyl-dec-7-en-5-one

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / LiI, BF₃*OEt₂ / diethyl ether / -78 °C

2: 84 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

3: 87 percent / t-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

4: 73 percent / camphorsulfonic acid / methanol / 2 h / Ambient temperature

5: 87 percent / DMAP

6: 93 percent / 2,6-lutidine

7: 86 percent / DIBAL

8: 88 percent / MeI, CaCO₃ / acetonitrile; tetrahydrofuran; H₂O / 50 °C

With 2,6-dimethylpyridine; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tert.-butyl lithium; diisobutylaluminium hydride; calcium carbonate; lithium iodide; methyl iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/ja963066w