(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one
CAS No.:1215192-66-7
Molecular Formula:C₃₁H₅₀F₂O₄Si₂
Molecular Weight:580.903
Hs Code.:

(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

Synonyms:(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

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Chemical Property of (3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

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Technology Process of (3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

There total 8 articles about (3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]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: 86.0%

: 1215192-65-6
(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1215192-66-7
(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: With potassium hexamethylsilazane; N-fluorobis(benzenesulfon)imide; triethylamine; In tetrahydrofuran; toluene; at -115 - 0 ℃; Temperature; Concentration; Reagent/catalyst;

Reference yield:

: 213406-28-1,601472-22-4
(R)-2-(3-methylphenyl)propionic acid

: 1215192-66-7
(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 6 h / Reflux

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 2 h / -78 °C

3.1: sodium hydride / 1,2-dimethoxyethane / 1 h

3.2: 1 h

4.1: (-)-diisopinocampheyl chloride / hexane; tetrahydrofuran; acetone / -40 °C / Cooling with ice

5.1: potassium carbonate / methanol / 17 h / 20 °C

5.2: pH 7

6.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h

7.1: N-fluorobis(benzenesulfon)imide; manganese(II) bromide; potassium hexamethylsilazane / toluene; tetrahydrofuran / 3.5 h / 0 °C

With 1H-imidazole; manganese(II) bromide; n-butyllithium; (-)-diisopinocampheyl chloride; sulfuric acid; potassium hexamethylsilazane; sodium hydride; potassium carbonate; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

: 1215192-62-3
(1S,5R,6R,7R)-6-[(1E,4R)-3-oxo-4-(m-tolyl)-1-pentenyl]-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 1215192-66-7
(3aR,4R,5R,6aS)-5-((t-butyldimethylsilyl)oxy)-4-((3R,4R,E)-3-((t-butyldimethylsilyl)oxy)-4-(m-tolyl)pent-1-en-1-yl)-3,3-difluorohexahydro-2H-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: (-)-diisopinocampheyl chloride / hexane; tetrahydrofuran; acetone / -40 °C / Cooling with ice

2.1: potassium carbonate / methanol / 17 h / 20 °C

2.2: pH 7

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h

4.1: N-fluorobis(benzenesulfon)imide; manganese(II) bromide; potassium hexamethylsilazane / toluene; tetrahydrofuran / 3.5 h / 0 °C

With 1H-imidazole; manganese(II) bromide; (-)-diisopinocampheyl chloride; potassium hexamethylsilazane; potassium carbonate; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; acetone; toluene;