[(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde

Base Information

• Chemical Name: [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde
• CAS No.: 270087-79-1
• Molecular Formula: C₂₂H₃₄O₃Si
• Molecular Weight: 374.596

Synonyms:[(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde

Chemical Property of [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde

Chemical Property:

Purity/Quality:

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Technology Process of [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde

There total 3 articles about [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-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: 81.0%

[(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (270087-78-0) → [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde (270087-79-1)

Guidance literature:

With diisobutylaluminium hydride; at -78 ℃;

DOI:10.1016/S0040-4039(99)01285-X

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde (270087-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 2,6-lutidine

2: 81 percent / DIBAL / -78 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; 1: Etherification / 2: Reduction;

DOI:10.1016/S0040-4039(99)01285-X

Reference yield:

[(1S,4S)-1-Hydroxy-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (270087-73-5) → [(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetaldehyde (270087-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 2,6-lutidine

2: 81 percent / DIBAL / -78 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; 1: Etherification / 2: Reduction;

DOI:10.1016/S0040-4039(99)01285-X

upstream raw materials:

[(1S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

t-butyldimethylsiyl triflate

[(1S,4S)-1-Hydroxy-4-(1-methyl-1-phenyl-ethoxy)-cyclopent-2-enyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Downstream raw materials:

tert-Butyl-dimethyl-[(1R,4S)-4-(1-methyl-1-phenyl-ethoxy)-1-((Z)-oct-2-enyl)-cyclopent-2-enyloxy]-silane

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