2,3-cis-3-bromo-2-methoxyflavan

Base Information

• Chemical Name: 2,3-cis-3-bromo-2-methoxyflavan
• CAS No.: 88186-69-0
• Molecular Formula: C₁₆H₁₅BrO₂
• Molecular Weight: 319.198
• Mol file: 88186-69-0.mol

Synonyms:2,3-cis-3-bromo-2-methoxyflavan

Chemical Property of 2,3-cis-3-bromo-2-methoxyflavan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-cis-3-bromo-2-methoxyflavan

There total 11 articles about 2,3-cis-3-bromo-2-methoxyflavan 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: 72.0%

3-Bromo-2-[(2R,4R)-2-(4-methoxy-phenyl)-chroman-4-yloxy]-2-phenyl-chroman (95731-48-9,95783-80-5) → 2,3-cis-3-bromo-2-methoxyflavan (88186-69-0) + (+/-)-cis-4'-methoxyflavan-4-ol (5162-64-1,34811-92-2,40106-97-6,55568-94-0,62137-47-7,88269-27-6)

Guidance literature:

With methanol; toluene-4-sulfonic acid; In tetrahydrofuran; for 60h; Ambient temperature;

Reference yield: 68.0%

methanol (67-56-1) + 3-Bromo-2-[(2R,4R)-2-(4-methoxy-phenyl)-chroman-4-yloxy]-2-phenyl-chroman (95731-48-9,95783-80-5) → 2,3-cis-3-bromo-2-methoxyflavan (88186-69-0) + (+/-)-cis-4'-methoxyflavan-4-ol (5162-64-1,34811-92-2,40106-97-6,55568-94-0,62137-47-7,88269-27-6)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 60h; Ambient temperature;

Reference yield:

3-bromo-2-methoxyflavan-4-one (88187-02-4) → 2,3-cis-3-bromo-2-methoxyflavan (88186-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 mg / tri-n-butyltin hydride / benzene / 0.5 h / Heating; further reagents

2: 0.76 g / aluminium chloride, lithium aluminium hydride / tetrahydrofuran; diethyl ether / 0.33 h / 0 °C

3: 334 mg / N-bromosuccinimide / diethyl ether / 0.75 h

With N-Bromosuccinimide; lithium aluminium tetrahydride; aluminium trichloride; tri-n-butyl-tin hydride; In tetrahydrofuran; diethyl ether; benzene;

upstream raw materials:

methanol

2,3-cis-3-bromo-2-propionyloxyflavan

2,3-cis-2-acetoxy-3-bromoflavan

3-Bromo-2-[(2R,4R)-2-(4-methoxy-phenyl)-chroman-4-yloxy]-2-phenyl-chroman

Downstream raw materials:

2,3-cis-2-acetoxy-3-bromoflavan

2-methoxy-3,4-bis(p-nitrobenzoyloxy)flavan

2,3-cis-3-bromo-2-p-tolyloxyflavan

2,3-cis-3-bromo-2-propionyloxyflavan

Refernces

• 1、 Bird, T. Geoffrey C.,Brown, Ben R.,Stuart, Ian A.,Tyrrell, William R.. "Reactions of Flav-2-enes and Flav-2-en-4-ones (Flavones)". . p. 1831 - 1846. Retrieved 2007/10/02.