11,14-Diacetoxy-2-phenyl-A-nor-mutilan

Base Information

• Chemical Name: 11,14-Diacetoxy-2-phenyl-A-nor-mutilan
• CAS No.: 81039-64-7
• Molecular Formula: C₂₉H₄₂O₄
• Molecular Weight: 454.65
• Mol file: 81039-64-7.mol

Synonyms:

Chemical Property of 11,14-Diacetoxy-2-phenyl-A-nor-mutilan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11,14-Diacetoxy-2-phenyl-A-nor-mutilan

There total 6 articles about 11,14-Diacetoxy-2-phenyl-A-nor-mutilan 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: 34.3%

11,14-Diacetoxy-A-nor-mutilan-2α-carbonsaeure (81039-59-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2,11,14-Triacetoxy-A-nor-mutilan (81039-65-8) + 11,14-Diacetoxy-2-phenyl-A-nor-mutilan (81039-64-7)

Guidance literature:

With pyridine; lead(IV) acetate; for 6h; Heating;

DOI:10.1007/BF00900009

Reference yield:

19,20-Dihydromutilin (14431-60-8) → 11,14-Diacetoxy-2-phenyl-A-nor-mutilan (81039-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 55-60percent NaH / 1.) benzene, 1 h, 50 deg C; 2.) 4 h, 20 deg C

2: tosylazide / benzene / 18 h / 5 °C

3: 20 percent / dioxane; H₂O / 2.5 h / Irradiation

4: 79.5 percent / pyridine, 4-dimethylaminopyridine / 23 h / 25 °C

5: 34.3 percent / pyridine, Pb(OAc)4 / 6 h / Heating

With pyridine; lead(IV) acetate; dmap; 4-toluenesulfonyl azide; sodium hydride; In 1,4-dioxane; water; benzene;

DOI:10.1007/BF00900009

Reference yield:

(1S,2R,3S,4R,6R,7R,8S,14R)-4-Ethyl-3,6-dihydroxy-10-[1-hydroxy-meth-(Z)-ylidene]-2,4,7,14-tetramethyl-tricyclo[5.4.3.01,8]tetradecan-9-one → 11,14-Diacetoxy-2-phenyl-A-nor-mutilan (81039-64-7)

Guidance literature:

Multi-step reaction with 4 steps

1: tosylazide / benzene / 18 h / 5 °C

2: 20 percent / dioxane; H₂O / 2.5 h / Irradiation

3: 79.5 percent / pyridine, 4-dimethylaminopyridine / 23 h / 25 °C

4: 34.3 percent / pyridine, Pb(OAc)4 / 6 h / Heating

With pyridine; lead(IV) acetate; dmap; 4-toluenesulfonyl azide; In 1,4-dioxane; water; benzene;

DOI:10.1007/BF00900009

upstream raw materials:

11,14-Diacetoxy-A-nor-mutilan-2α-carbonsaeure

benzene

19,20-Dihydromutilin

11,14-Dihydroxy-A-nor-mutilan-2-carbonsaeure