methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid

Base Information

• Chemical Name: methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid
• CAS No.: 102733-77-7
• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.417
• Mol file: 102733-77-7.mol

Synonyms:methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid

Chemical Property of methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid

There total 3 articles about methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid 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: 94.0%

methyl 2,3-di-O-benzyl-β-D-glucopyranoside (6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,51842-19-4,52526-60-0,61117-12-2,87392-25-4,117605-35-3) → methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid (102733-77-7)

Guidance literature:

With sodium hypochlorite; sodium chlorite; 1,5-dimethyl-9-azanoradamantane N-oxyl; In aq. phosphate buffer; acetonitrile; at 25 ℃; for 14h; pH=6.8; Reagent/catalyst; Catalytic behavior;

Reference yield:

methyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside (101312-02-1) → methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid (102733-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methanol / 3 h / 50 °C

2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 0 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; In methanol; dichloromethane; water;

DOI:10.1002/anie.201802899

Reference yield:

→ methyl 2,3-bis-O-(phenylmethyl)-β-D-glucopyranosiduronic acid (102733-77-7)

Guidance literature:

upstream raw materials:

methyl 2,3-di-O-benzyl-β-D-glucopyranoside

methyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside