(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide

Base Information

• Chemical Name: (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide
• CAS No.: 149359-28-4
• Molecular Formula: C₂₈H₂₉IO₅
• Molecular Weight: 572.44
• Mol file: 149359-28-4.mol

Synonyms:(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide

Chemical Property of (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide

There total 2 articles about (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide 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:

(2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranosyl)methylmercuric chloride → (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)methyl iodide + (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide (149359-28-4)

Guidance literature:

With iodine; In dichloromethane; for 4h;

DOI:10.1016/j.bmc.2004.09.019

Reference yield:

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol (119111-07-8) → (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)methyl iodide + (2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide (149359-28-4)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00065a004

Reference yield: 64.0%

(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)methyl iodide (149359-28-4) → (2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methyl iodide (149359-29-5)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo00065a004

upstream raw materials:

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol

Downstream raw materials:

(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methyl iodide

benzyl (2R,3'R)-3-((2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methyl-hydroxy-phosphinoyloxy)-2-(3',7'-dimethyloctyloxy)propanoate

diethyl (2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonate

(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid