METHYL-2-O-BENZOYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: METHYL-2-O-BENZOYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 38992-99-3
• Molecular Formula: C21H22 O7
• Molecular Weight: 386.39518
• Mol file: 38992-99-3.mol

Synonyms:Pyrano[3,2-d]-1,3-dioxin,b-D-glucopyranoside deriv.; Methyl2-O-benzoyl-4,6-O-benzylidene-b-D-glucopyranoside

Chemical Property of METHYL-2-O-BENZOYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 83.45000
• LogP: 2.05840

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL-2-O-BENZOYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE

There total 69 articles about METHYL-2-O-BENZOYL-4,6-O-BENZYLIDENE-BETA-D-GLUCOPYRANOSIDE 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: 96.0%

benzoyl chloride (98-88-4) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside (28642-64-0,35823-97-3,38992-99-3,51591-23-2,55169-75-0,56253-26-0,72659-78-0,80041-30-1,80299-59-8,86420-70-4,86420-72-6,91685-06-2,99265-94-8,109010-33-5,118246-05-2,126255-07-0)

Guidance literature:

With triethylamine; In chloroform; at -40 ℃; Reagent/catalyst;

DOI:10.1039/c7cc00655a

Reference yield: 96.0%

benzoic acid anhydride (93-97-0) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside (28642-64-0,35823-97-3,38992-99-3,51591-23-2,55169-75-0,56253-26-0,72659-78-0,80041-30-1,80299-59-8,86420-70-4,86420-72-6,91685-06-2,99265-94-8,109010-33-5,118246-05-2,126255-07-0)

Guidance literature:

With triethylamine; In chloroform; at -22 ℃; for 20h;

DOI:10.1039/c7cc00655a

Reference yield: 93.0%

t-butyl 2-benzoyloximino-2-cyanoacetate + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside (28642-64-0,35823-97-3,38992-99-3,51591-23-2,55169-75-0,56253-26-0,72659-78-0,80041-30-1,80299-59-8,86420-70-4,86420-72-6,91685-06-2,99265-94-8,109010-33-5,118246-05-2,126255-07-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c5ob02092a

upstream raw materials:

pyridine

benzoyl chloride

methyl-[O⁴,O⁶-((R)-benzylidene)-O³-trifluoroacetyl-α-D-glucopyranoside]

methanol

Downstream raw materials:

methyl-[O³-acetyl-O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-α-D-glucopyranoside]

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-methanesulfonyl-α-D-glucopyranoside

methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

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