[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

Base Information

Chemical Name:[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone
CAS No.:848650-98-6
Molecular Formula:C₃₅H₄₈O₄Si
Molecular Weight:560.849
Hs Code.:

[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

Synonyms:[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

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Chemical Property of [(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

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Technology Process of [(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

There total 6 articles about [(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone 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:

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 848650-98-6
[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / CuBr*Me₂S / tetrahydrofuran / 1 h / -78 °C

2: 99 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

3: 99 percent / HCl / 0.25 h / 25 °C

4: 92 percent / OsO₄; NMO; pyridine / acetone / 12 h / 25 °C

5: 89 percent / Pb(OAc)4 / CH₂Cl₂ / 0.33 h / 25 °C

6: 71 percent / CrCl₂; NiCl₂ / dimethylformamide / 1 h / 25 °C

7: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h / 25 °C

With pyridine; chromium dichloride; lead(IV) acetate; hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; copper(I) bromide dimethylsulfide complex; diisobutylaluminium hydride; Dess-Martin periodane; nickel dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 6: Nozaki coupling;
DOI:10.1016/j.bmcl.2004.08.003

Reference yield:

: 140209-45-6
(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-dihydro-furan-2-one

: 848650-98-6
[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

2: 99 percent / HCl / 0.25 h / 25 °C

3: 92 percent / OsO₄; NMO; pyridine / acetone / 12 h / 25 °C

4: 89 percent / Pb(OAc)4 / CH₂Cl₂ / 0.33 h / 25 °C

5: 71 percent / CrCl₂; NiCl₂ / dimethylformamide / 1 h / 25 °C

6: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h / 25 °C

With pyridine; chromium dichloride; lead(IV) acetate; hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; diisobutylaluminium hydride; Dess-Martin periodane; nickel dichloride; In dichloromethane; N,N-dimethyl-formamide; acetone; 5: Nozaki coupling;
DOI:10.1016/j.bmcl.2004.08.003

Reference yield:

: 792922-38-4
(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

: 848650-98-6
[(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / CrCl₂; NiCl₂ / dimethylformamide / 1 h / 25 °C

2: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 8 h / 25 °C

With chromium dichloride; Dess-Martin periodane; nickel dichloride; In dichloromethane; N,N-dimethyl-formamide; 1: Nozaki coupling;
DOI:10.1016/j.bmcl.2004.08.003