5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone

Base Information

• Chemical Name: 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone
• CAS No.: 261911-89-1
• Molecular Formula: C₄₉H₇₂O₁₀Si
• Molecular Weight: 849.19

Synonyms:5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone

Chemical Property of 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone

Chemical Property:

Purity/Quality:

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Technology Process of 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone

There total 2 articles about 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B_1a aglycone 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: 67.0%

avermectin B1a aglycon 5-tert-butyldimethylsilyl ether (73162-84-2) + 2-phenoxyethoxymethyl chloride (102331-29-3) → 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B1a aglycone (261911-89-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 72h;

DOI:10.1016/S0968-0896(99)00259-X

Reference yield:

2-Phenoxyethanol (122-99-6,56257-90-0,9004-78-8) → 5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B1a aglycone (261911-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / toluene

2: 67 percent / diisopropylethylamine / CH₂Cl₂ / 72 h

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 1: chloromethylation / 2: Etherification;

DOI:10.1016/S0968-0896(99)00259-X

Reference yield: 71.0%

5-O-(tert-butyldimethylsilyl)-13-O-(2-phenoxyethoxymethyl)avermectin B1a aglycone (261911-89-1) → C43H58O10

Guidance literature:

With pyridine hydrogenfluoride; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/S0968-0896(99)00259-X

upstream raw materials:

avermectin B_1a aglycon 5-tert-butyldimethylsilyl ether

2-phenoxyethoxymethyl chloride

2-Phenoxyethanol

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