Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Base Information

• Chemical Name: Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester
• CAS No.: 202916-61-8
• Molecular Formula: C₃₂H₅₂O₅Si
• Molecular Weight: 544.847
• Mol file: 202916-61-8.mol

Synonyms:Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Chemical Property of Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

There total 7 articles about Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester 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%

benzoyl chloride (98-88-4) + (1S,2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol (202916-60-7) → Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester (202916-61-8)

Guidance literature:

In pyridine; at 0 ℃; for 0.75h;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester (202916-61-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / p-TsOH / CH₂Cl₂ / 0.5 h / 0 °C

2: iBu₂AlH / CH₂Cl₂; hexane / 1 h / -78 °C

3: benzene / 3 h

4: 81 percent / pyridine / 0.75 h / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In pyridine; hexane; dichloromethane; benzene;

Reference yield:

(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) → Benzoic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester (202916-61-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 92 percent / p-TsOH / CH₂Cl₂ / 0.5 h / 0 °C

3: iBu₂AlH / CH₂Cl₂; hexane / 1 h / -78 °C

4: benzene / 3 h

5: 81 percent / pyridine / 0.75 h / 0 °C

With 1H-imidazole; diisobutylaluminium hydride; toluene-4-sulfonic acid; In pyridine; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

upstream raw materials:

benzoyl chloride

(1S,2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentanol

3,4-dihydro-2H-pyran

(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Downstream raw materials:

Benzoic acid (1S,2R,3R,4R)-3-((E)-(S)-3-hydroxy-6-methoxycarbonyl-hex-1-enyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Benzoic acid (1S,2R,3R,4R)-3-((E)-(R)-3-hydroxy-6-methoxycarbonyl-hex-1-enyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Benzoic acid (1S,2R,3R,4R)-3-((E)-6-methoxycarbonyl-3-oxo-hex-1-enyl)-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Benzoic acid (1S,2R,3R,4R)-3-formyl-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester