(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan

Base Information

• Chemical Name: (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan
• CAS No.: 69127-09-9
• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.529
• Mol file: 69127-09-9.mol

Synonyms:

Chemical Property of (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan

There total 4 articles about (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 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: 23.0%

(+)-leucorobinetinidin (4382-45-0) + catechin (154-23-4) → (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-6-yl>flavan (10572-94-8) + (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (78185-18-9) + (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (69127-09-9)

Guidance literature:

With hydrogenchloride; for 2h; Yield given;

DOI:10.1039/P19810001235

Reference yield:

(+)-leucorobinetinidin (4382-45-0) + catechin (154-23-4) → (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (69127-11-3) + (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (69127-09-9) + (2R,3S)-2,3-trans-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxyflavan-4-yl>-3,3',4',5,7-pentahydroxyflavan (69176-55-2)

Guidance literature:

With hydrogenchloride; at 25 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1039/P19830000017

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + acetic anhydride (108-24-7) + (+)-leucorobinetinidin (4382-45-0) + catechin (154-23-4) → (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (69127-11-3) + (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',5',7-pentahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan (69127-09-9) + <4,6:4,8>-all-trans-bi-<(-)-robinetinidol>-(+)-catechin dodecamethyl ether triacetate + <4,6:4,8>-2,3-trans-3,4-trans:2'',3''-trans-3'',4''-cis-bi-<(-)-robinetinidol>-(+)-catechin dodecamethyl ether triacetate

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) room temperature, 22 h;

DOI:10.1039/P19830000017

upstream raw materials:

diazomethane

acetic anhydride

(+)-leucorobinetinidin

catechin

Downstream raw materials:

C₁₇H₁₈O₇S

C₁₇H₁₈O₇S

C₁₇H₁₈O₇S

(2R,3S,4S,2'R,3'S)-2'-(3,4-Dimethoxy-phenyl)-7,5',7'-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol