4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a

Base Information

• Chemical Name: 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a
• CAS No.: 144367-88-4
• Molecular Formula: C₇₀H₉₈O₁₉Si
• Molecular Weight: 1271.62
• Mol file: 144367-88-4.mol

Synonyms:4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a

Chemical Property of 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a

There total 3 articles about 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B₁a 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: 98.0%

4a-O-(tert-Butyldimethylsilyl)-avermectin B1a (144367-87-3) + Phenoxyacetyl chloride (701-99-5) → 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B1a (144367-88-4)

Guidance literature:

With dmap; In pyridine; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89865-3

Reference yield:

avermectin B1a (65195-55-3) → 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B1a (144367-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / SeO₂, tBuOOH / CH₂Cl₂ / 14 h / Ambient temperature

2: 95 percent / NEt₃, 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 8 h / Ambient temperature

3: 98 percent / 4-dimethylaminopyridine (DMAP) / pyridine / 3 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; selenium(IV) oxide; triethylamine; In pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)89865-3

Reference yield:

4a-hydroxyavermectin B1 (86629-72-3) → 4a-O-(tert-Butyldimethylsilyl)-5,4''-di-O-phenoxyacetyl-avermectin B1a (144367-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NEt₃, 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 8 h / Ambient temperature

2: 98 percent / 4-dimethylaminopyridine (DMAP) / pyridine / 3 h / Ambient temperature

With dmap; triethylamine; In pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)89865-3

upstream raw materials:

4a-O-(tert-Butyldimethylsilyl)-avermectin B₁a

Phenoxyacetyl chloride

avermectin B₁a

4a-hydroxyavermectin B₁

Downstream raw materials:

C₇₀H₈₈O₁₈Se

5,4''-Di-O-phenoxyacetyl-Δ^4,4a-avermectin B1a

4a-Hydroxy-5,4''-di-O-phenoxyacetyl-avermectin B₁a