methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside
• CAS No.: 99679-79-5
• Molecular Formula: C₂₂H₂₁F₃O₉S
• Molecular Weight: 518.465
• Mol file: 99679-79-5.mol

Synonyms:methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside

There total 3 articles about methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-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: 92.0%

trifluoromethylsulfonic anhydride (358-23-6) + 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) → methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside (99679-79-5)

Guidance literature:

In pyridine; dichloromethane; for 5h; Ambient temperature;

Reference yield:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside (99679-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: di(n-butyl)tin oxide / methanol

2: pyridine / dichloromethane / 2 h / -20 °C

With pyridine; di(n-butyl)tin oxide; In methanol; dichloromethane;

DOI:10.1002/adsc.201301112

Reference yield:

benzoyl chloride (98-88-4) → methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside (99679-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: di(n-butyl)tin oxide / methanol

2: pyridine / dichloromethane / 2 h / -20 °C

With pyridine; di(n-butyl)tin oxide; In methanol; dichloromethane;

DOI:10.1002/adsc.201301112

upstream raw materials:

trifluoromethylsulfonic anhydride

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

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

benzoyl chloride

Downstream raw materials:

methyl 3-azido-3-deoxy-4,6-O-(phenylmethylene)-2-benzoate-α-D-allopyranoside

Methyl-3-amino-4,6-O-benzyliden-3-desoxy-α-D-allopyranosid

Methyl-3-<(benzyloxycarbonyl)amino>-3,4-didesoxy-α-D-glycero-hex-3-enopyranosid-2-ulose

((2R,4aR,6S,7R,8S,8aS)-7-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester