25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide

Base Information

• Chemical Name: 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide
• CAS No.: 165108-45-2
• Molecular Formula: C₄₉H₇₈O₁₁Si
• Molecular Weight: 871.237

Synonyms:25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide

Chemical Property of 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide

Chemical Property:

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Technology Process of 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide

There total 1 articles about 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A_1a monosaccharide 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: 60.0%

tert-butyldimethylsilyl chloride (18162-48-6) + C43H64O11 → 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A1a monosaccharide (165108-45-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 3.5h;

DOI:10.1016/S0968-0896(00)00120-6

Reference yield:

p-Tolyl chlorothionoformate (937-63-3) + 25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A1a monosaccharide (165108-45-2) → C57H84O12SSi (301849-54-7)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1016/S0968-0896(00)00120-6

Reference yield:

25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A1a monosaccharide (165108-45-2) → 25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A1a monosaccharide (301849-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 420 mg / pyridine / CH₂Cl₂ / 3 h / 25 °C

2: 271 mg / Bu₃SnH; AIBN / toluene / 1 h / 110 °C

3: 35 percent / p-TsOH*H₂O / methanol / 0.75 h / 25 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; toluene; 1: thiocarbonylation / 2: Reduction / 3: desilylation;

DOI:10.1016/S0968-0896(00)00120-6

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₅₇H₈₄O₁₂SSi

25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A_1a monosaccharide

C₄₉H₇₈O₁₀Si

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