Tetrahydro-2α,5β-bis(3,4-dimethoxyphenyl)-3β,4α-dimethylfuran

Base Information

• Chemical Name: Tetrahydro-2α,5β-bis(3,4-dimethoxyphenyl)-3β,4α-dimethylfuran
• CAS No.: 10569-12-7
• Molecular Formula: C22H28O5
• Molecular Weight: 372.461
• Mol file: 10569-12-7.mol

Synonyms:(-)-galbelgin;galbelgin;(2S)-2r,5t-Bis-(3,4-dimethoxy-phenyl)-3t,4c-dimethyl-tetrahydro-furan;(2S,3S,4S,5S)-2,5-Bis-(3,4-dimethoxy-phenyl)-3,4-dimethyl-tetrahydro-furan;(+)-galbelgin;grandisin;

Chemical Property of Tetrahydro-2α,5β-bis(3,4-dimethoxyphenyl)-3β,4α-dimethylfuran

Chemical Property:

• Melting Point: 145 °C (ethanol)
• PSA: 46.15000
• LogP: 4.80580

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tetrahydro-2α,5β-bis(3,4-dimethoxyphenyl)-3β,4α-dimethylfuran

There total 54 articles about Tetrahydro-2α,5β-bis(3,4-dimethoxyphenyl)-3β,4α-dimethylfuran 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: 80.0%

C21H26O5 (1262323-70-5,74683-15-1) + methyl iodide (74-88-4) → veraguensin (528-63-2,10569-12-7,19950-55-1,27686-82-4,50393-84-5,50393-86-7,61949-24-4,81845-14-9,83377-13-3,99882-17-4,102518-40-1,103774-96-5,104112-96-1,104112-97-2,104112-98-3,122872-00-8)

Guidance literature:

With sodium hydride; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2010.10.136

Reference yield: 60.0%

2-chloro-1-(3,4-dimethoxyphenyl)-1-[1-(3,4-dimethoxyphenyl)allyloxy]-2-nitropropane → 2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-3-nitrotetrahydrofuran + (2R*,3R*,4R*,5R*)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran (528-63-2,10569-12-7,19950-55-1,27686-82-4,50393-84-5,50393-86-7,61949-24-4,81845-14-9,83377-13-3,99882-17-4,102518-40-1,103774-96-5,104112-96-1,104112-97-2,104112-98-3,122872-00-8) + (+/-)-ganschisandrin

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 20h; Heating;

DOI:10.1021/ol061666m

Reference yield:

1,4-bis(3,4-dimethoxyphenyl),2,3-dimethylbutane-1,4-dione (4440-92-0) → terameprocol (24150-24-1,927425-26-1) + all-cis-3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)tetrahydrofuran (528-63-2,10569-12-7,19950-55-1,27686-82-4,50393-84-5,50393-86-7,61949-24-4,81845-14-9,83377-13-3,99882-17-4,102518-40-1,103774-96-5,104112-96-1,104112-97-2,104112-98-3,122872-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / methanol / 6.5 h / 44 - 54 °C / Inert atmosphere; Large scale

2: palladium 10% on activated carbon; hydrogen / 1-Propyl acetate / 3 h / 100 °C / 51716.2 Torr

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; 1-Propyl acetate;

DOI:10.1016/j.ejmech.2013.01.028

upstream raw materials:

3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan

methanol

acetic acid

(2S*,3S*)-1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane-1,4-dione

Downstream raw materials:

2r,5c-Bis-(4,5-dimethoxy-2-nitro-phenyl)-3c,4c-dimethyl-tetrahydro-furan

(+/-)-trans-4-(3,4-dimethoxyphenyl)-3,4-dihydro-6,7-dimethoxy-2,3-dimethylnaphthalene

galgravin

(7S,8S,8'R)-3,4,3',4'-tetramethoxy-7,6',8,8'-neolignan (-)-galbulin