11-(4-nitro-benzoyloxy)-drim-7-ene

Base Information

• Chemical Name: 11-(4-nitro-benzoyloxy)-drim-7-ene
• CAS No.: 95138-34-4
• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.477
• Mol file: 95138-34-4.mol

Synonyms:11-(4-nitro-benzoyloxy)-drim-7-ene

Chemical Property of 11-(4-nitro-benzoyloxy)-drim-7-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-(4-nitro-benzoyloxy)-drim-7-ene

There total 7 articles about 11-(4-nitro-benzoyloxy)-drim-7-ene 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:

(-)-drimenol (468-68-8) + 4-nitro-benzoic acid (62-23-7) → 11-(4-nitro-benzoyloxy)-drim-7-ene (95138-34-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2017.11.051

Reference yield:

sclareol (515-03-7) → 11-(4-nitro-benzoyloxy)-drim-7-ene (95138-34-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium permanganate; acetic anhydride / acetone / 0 - 20 °C

2.1: diethyl ether / -78 °C

3.1: acetic anhydride; dihydrogen peroxide; maleic anhydride / dichloromethane; water / 12 h / 20 °C

4.1: sulfuric acid / ethanol / 0 h

4.2: 0.01 h

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With maleic anhydride; dmap; potassium permanganate; sulfuric acid; dihydrogen peroxide; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether; ethanol; dichloromethane; water; acetone; 3.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1016/j.ejmech.2017.11.051

Reference yield:

(3aR)-(+)-sclareolide (564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5) → 11-(4-nitro-benzoyloxy)-drim-7-ene (95138-34-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether / -78 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.24 h / Reflux

2.2: 20 °C

3.1: toluene-4-sulfonic acid / dichloromethane / 0 - 17 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With dmap; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;

DOI:10.1016/j.ejmech.2017.11.051

upstream raw materials:

sclareol

(-)-drimenol

4-nitro-benzoic acid

(3aR)-(+)-sclareolide