2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin

Base Information

• Chemical Name: 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin
• CAS No.: 116417-65-3
• Molecular Formula: C₄₁H₆₂O₁₂S
• Molecular Weight: 779.002
• Mol file: 116417-65-3.mol

Synonyms:2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin

Chemical Property of 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin

There total 5 articles about 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin 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: 92.0%

thiophenol (108-98-5) + 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-methyleneoleandomycin (116417-64-2) → 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin (116417-65-3)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1016/S0040-4020(01)85115-2

Reference yield:

C33H55NO13 → 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin (116417-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 170 mg / tetrahydrofuran / 18 h / 57 °C

2: 55 percent / CrCl₂ / acetone; H₂O / 0.75 h / 20 °C

3: 92 percent / piperidine / CH₂Cl₂ / 3.5 h / 20 °C

With piperidine; chromium dichloride; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1016/S0040-4020(01)85115-2

Reference yield:

2'-acetyl-3'-de(dimethylamino)-3',4'-dehydrooleandomycin (116417-61-9) → 2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-8a-phenylthiooleandomycin (116417-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / CrCl₂ / acetone; H₂O / 0.75 h / 20 °C

2: 92 percent / piperidine / CH₂Cl₂ / 3.5 h / 20 °C

With piperidine; chromium dichloride; In dichloromethane; water; acetone;

DOI:10.1016/S0040-4020(01)85115-2

upstream raw materials:

thiophenol

2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-methyleneoleandomycin

2'-acetyl-3'-de(dimethylamino)-3',4'-dehydrooleandomycin

oleandomycin

Downstream raw materials:

3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-3-deoleandrosyl-8-phenylthiooleandomycin

2'-acetyl-3'-de(dimethylamino)-8,8a-deepoxy-3',4'-dehydro-3-deoleandrosyl-8-phenylthiooleandomycin