(2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran

Base Information

• Chemical Name: (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran
• CAS No.: 50393-99-2
• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.514
• Mol file: 50393-99-2.mol

Synonyms:

Chemical Property of (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran

There total 4 articles about (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran 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: 17.7%

1,2,3-trimethoxy5(prop1en1yl)benzene (487-12-7,5273-85-8,5273-84-7) → (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran (50393-99-2,50394-01-9,50394-04-2,50394-05-3,53250-50-3,63284-54-8,68167-72-6,72730-17-7,104076-15-5,137255-18-6)

Guidance literature:

With chromium(VI) oxide; tetrafluoroboric acid; In acetonitrile; Ambient temperature;

DOI:10.1039/c39830000098

Reference yield: 14.3%

Isoelemicin (487-12-7) → (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran (50393-99-2,50394-01-9,50394-04-2,50394-05-3,53250-50-3,63284-54-8,68167-72-6,72730-17-7,104076-15-5,137255-18-6) + 4α-(3,4,5-trimethoxyphenyl)-2α,3β-dimethyl-5,6,7-trimethoxy-1-tetralone (81781-51-3,90073-17-9)

Guidance literature:

With chromium(VI) oxide; tetrafluoroboric acid; In acetonitrile; for 0.00833333h; Ambient temperature;

Reference yield:

C24H34O8 → (2R*,3R*,4R*,5R*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran (50393-99-2,50394-01-9,50394-04-2,50394-05-3,53250-50-3,63284-54-8,68167-72-6,72730-17-7,104076-15-5,137255-18-6) + (2R*,3R*,4R*,5S*)-2,5-bis(3,4,5-trimethoxyphenyl)-3,4-dimethyltetrahydrofuran

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.333333h; Reagent/catalyst; Temperature; Overall yield = 19.5 mg; diastereoselective reaction; Inert atmosphere;

DOI:10.1039/c7ob02848b

upstream raw materials:

1,2,3-trimethoxy5(prop1en1yl)benzene

Isoelemicin

Refernces

• 1、 Takeya, Tetsuya,Kotani, Eiichi,Tobinaga, Seisho. "New Reagent System containing CrO3 and Syntheses of Neo-lignans". . p. 98 - 99. Retrieved 2007/10/02.