[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

Base Information

Chemical Name:[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde
CAS No.:120891-38-5
Molecular Formula:C₃₂H₅₆O₆Si
Molecular Weight:564.879
Hs Code.:

[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

Synonyms:[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

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Chemical Property of [(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

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Technology Process of [(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

There total 4 articles about [(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde 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: 79.0%

: 120891-36-3
[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetic acid methyl ester

: 120891-38-5
[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -70 ℃; for 2h;
DOI:10.1016/S0040-4039(00)97413-6

Reference yield:

: 120962-75-6
[3aR,4R(1E,3S),5R,6aS]-4-[3-cyclohexyl-3-(tetrahydropyran-2-yloxy)-1-propenyl]-5-(tetrahydropyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one

: 120891-38-5
[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: NaOH / methanol / 22 h / 24 °C

2: tetrahydrofuran; dimethylsulfoxide / 16 h / 24 °C

3: imidazole / dimethylformamide / 4 h / 24 °C

4: 79 percent / DIBAH / toluene / 2 h / -70 °C

With 1H-imidazole; sodium hydroxide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)97413-6

Reference yield:

: [(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetic acid

: 120891-38-5
[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; dimethylsulfoxide / 16 h / 24 °C

2: imidazole / dimethylformamide / 4 h / 24 °C

3: 79 percent / DIBAH / toluene / 2 h / -70 °C

With 1H-imidazole; diisobutylaluminium hydride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)97413-6