di-O-methyl epicycloolivil

Base Information

• Chemical Name: di-O-methyl epicycloolivil
• CAS No.: 252727-01-8
• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.46
• Mol file: 252727-01-8.mol

Synonyms:di-O-methyl epicycloolivil

Chemical Property of di-O-methyl epicycloolivil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-O-methyl epicycloolivil

There total 4 articles about di-O-methyl epicycloolivil 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: 37.0%

C22H24O7 (252726-97-9) → di-O-methyl epicycloolivil (252727-01-8) + (1R,8S,9R,12S)-8-(3,4-Dimethoxy-phenyl)-12-hydroxymethyl-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2,4,6-trien-12-ol (252726-89-9)

Guidance literature:

C₂₂H₂₄O₇; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;

With triethylsilane; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(99)00799-1

Reference yield:

(1R,8S,9R,12S)-8-(3,4-Dimethoxy-phenyl)-12-hydroxymethyl-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2,4,6-trien-12-ol (252726-89-9) → di-O-methyl epicycloolivil (252727-01-8)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 14 h;

DOI:10.1016/0040-4020(96)00887-3

Reference yield:

(+)-1-hydroxy-6-epipinoresinol 4',4''-di-O-methyl ether (469-28-3) → di-O-methyl epicycloolivil (252727-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 8 h / 0 °C

1.2: 60 percent / LiAlH₄ / CH₂Cl₂ / 2 h / 0 °C

2.1: 64 percent / DDQ / trifluoroacetic acid / 2 h / 20 °C

3.1: BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3.2: 37 percent / Et₃Si / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; trifluoroacetic acid; 1.1: Rearrangement / 1.2: Rearrangement / 2.1: Oxidation / 3.1: Reduction / 3.2: Reduction;

DOI:10.1016/S0040-4020(99)00799-1

upstream raw materials:

(1R,8S,9R,12S)-8-(3,4-Dimethoxy-phenyl)-12-hydroxymethyl-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.0^2,7]dodeca-2,4,6-trien-12-ol

C₂₂H₂₄O₇

(+)-1-hydroxy-6-epipinoresinol 4',4''-di-O-methyl ether