5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one

Base Information

• Chemical Name: 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one
• CAS No.: 737782-85-3
• Molecular Formula: C₄₁H₇₀O₄Si₂
• Molecular Weight: 683.175

Synonyms:5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one

Chemical Property of 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one

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Technology Process of 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one

There total 7 articles about 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-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:

(3S,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-methyloct-1-en-7-yne (203126-90-3) + (4R,5R)-5-((R)-2-{(1R,3aR,7aR)-4-[1-Bromo-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-4-methyl-3-methylene-dihydro-furan-2-one (639460-28-9) → 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one (737782-85-3)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 2.5h;

DOI:10.1021/jm060797q

Reference yield:

6-(4-bromomethylene-7a-methyl-octahydro-inden-1-yl)-3-methyl-2-methylene-heptane-1,4-diol → 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one (737782-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.1 mg / MnO₂ / CH₂Cl₂ / 38 h / 20 °C

2: Et₃N / Pd(PPh₃)4 / toluene / 2.5 h / 110 °C

With manganese(IV) oxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; toluene;

DOI:10.1021/jm060797q

Reference yield:

methyl 2-(bromomethyl)-2-butenoate (33935-64-7) → 5-[2-(4-{2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohexylidene]-ethylidene}-7a-methyl-octahydro-inden-1-yl)-propyl]-4-methyl-3-methylene-dihydro-furan-2-one (737782-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CrCl₃; LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

2: Et₃N / Pd(PPh₃)4 / toluene / 2.5 h / 110 °C

With chromium chloride; lithium aluminium tetrahydride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene;

DOI:10.1021/jm060797q

upstream raw materials:

(3S,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-methyloct-1-en-7-yne

(4R,5R)-5-((R)-2-{(1R,3aR,7aR)-4-[1-Bromo-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-4-methyl-3-methylene-dihydro-furan-2-one

methyl 2-(bromomethyl)-2-butenoate

(1R,4E,3aR,7aR)-4-bromomethylene-1-[(1R)-2-formyl-1-methylethyl]-7a-methylperhydroindene

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