((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

Base Information

Chemical Name:((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane
CAS No.:868696-87-1
Molecular Formula:C₂₉H₄₀O₂Si
Molecular Weight:448.721
Hs Code.:

Synonyms:((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

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Chemical Property of ((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

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Technology Process of ((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

There total 9 articles about ((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane 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: 71.0%

: 868696-86-0
(1S,3R,3aS,6aR)-1,3-Diphenethyl-1,3,3a,6a-tetrahydro-cyclopenta[c]furan-4-one

: 75-77-4
chloro-trimethyl-silane

: 1068-55-9
isopropylmagnesium chloride

: 868696-87-1
((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

Guidance literature:: With copper(l) iodide; triethylamine; lithium chloride; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/j.tetlet.2005.08.046

Reference yield:

: 868696-82-6
(4S,2'R,3'S,4'S,5'S)-4-benzyl-3-(2',5'-diphenethyl-4'-vinyltetrahydrofuran-3'-carbonyl)-oxazolidin-2-one

: 868696-87-1
((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / aq. NaBH₄ / tetrahydrofuran / 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: PPh₃ / CH₂Cl₂

3.1: DBU / toluene / 20 °C

4.1: 76 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

5.1: 81 percent / PCC / CH₂Cl₂ / 20 °C

6.1: 83 percent / tetrahydrofuran / 0 - 20 °C

7.1: 86 percent / (Pcy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 20 °C

8.1: 99 percent / PCC / CH₂Cl₂ / 20 °C

9.1: 71 percent / LiCl; CuI; Et₃N / tetrahydrofuran / -78 - 20 °C

With sodium tetrahydroborate; copper(l) iodide; Grubbs catalyst first generation; n-butyllithium; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2005.08.046

Reference yield:

: 868696-94-0
(2R,3S,4R,5S)-2,5-Diphenethyl-4-vinyl-tetrahydro-furan-3-carbaldehyde

: 868696-87-1
((1S,3R,3aS,6R,6aR)-6-Isopropyl-1,3-diphenethyl-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yloxy)-trimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / tetrahydrofuran / 0 - 20 °C

2: 86 percent / (Pcy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 20 °C

3: 99 percent / PCC / CH₂Cl₂ / 20 °C

4: 71 percent / LiCl; CuI; Et₃N / tetrahydrofuran / -78 - 20 °C

With copper(l) iodide; Grubbs catalyst first generation; triethylamine; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.046