C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene

Base Information

• Chemical Name: C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene
• CAS No.: 125412-60-4
• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.316
• Mol file: 125412-60-4.mol

Synonyms:C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene

Chemical Property of C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene

There total 27 articles about C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene 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: 98.0%

bromobenzene (108-86-1,52753-63-6) + D-glucal triacetate (2873-29-2) → C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene (125412-60-4) + C-[4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]benzene (86388-85-4)

Guidance literature:

bromobenzene; With n-butyllithium; zinc(II) chloride; In diethyl ether; at 0 - 20 ℃;

D-glucal triacetate; With boron trifluoride diethyl etherate; In diethyl ether; at -78 - 20 ℃;

DOI:10.1016/j.carres.2004.11.012

Reference yield: 90.0%

diphenylzinc (1078-58-6) + D-glucal triacetate (2873-29-2) → C-[4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranosyl]benzene (86388-85-4,120924-92-7,120924-93-8,125412-60-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2004.11.012

Reference yield: 90.0%

phenylhydrazine (100-63-0) + D-glucal triacetate (2873-29-2) → C-[4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl]benzene (125412-60-4)

Guidance literature:

With 1,10-Phenanthroline; oxygen; palladium diacetate; In acetic acid; at 65 ℃; for 6h; Solvent; Time; Temperature;

DOI:10.1021/jo401032r

upstream raw materials:

D-glucal triacetate

phenylboronic acid

triphenylindium

bromobenzene

Downstream raw materials:

(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triyl triacetate