(2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran

Base Information

• Chemical Name: (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran
• CAS No.: 853750-34-2
• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.417
• Mol file: 853750-34-2.mol

Synonyms:(2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran

Chemical Property of (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran

There total 13 articles about (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 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: 100.0%

C22H24O8 (1173191-11-1) → (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran (853750-34-2)

Guidance literature:

C₂₂H₂₄O₈; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With sodium hydroxide; water; In tetrahydrofuran;

DOI:10.1002/ejoc.200900099

Reference yield: 93.0%

5-[(2S,3S,4S,5R)-3,4-Bis-benzyloxymethyl-5-(3,4-dimethoxy-phenyl)-tetrahydro-furan-2-yl]-benzo[1,3]dioxole (240122-44-5) → (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran (853750-34-2)

Guidance literature:

With formic acid; palladium; In methanol;

DOI:10.1016/S0040-4039(99)00848-5

Reference yield: 85.0%

(2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran (853750-32-0) → (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran (853750-34-2)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 20h;

DOI:10.1039/b501151e

upstream raw materials:

5-[(2S,3S,4S,5R)-3,4-Bis-benzyloxymethyl-5-(3,4-dimethoxy-phenyl)-tetrahydro-furan-2-yl]-benzo[1,3]dioxole

(2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

(2S,3S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-(3,4-methylenedioxybenzoyl)tetramethylene dipivaloate

(2S,3S)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(R)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate

Downstream raw materials:

(2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran