methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

Base Information

Chemical Name:methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate
CAS No.:763129-87-9
Molecular Formula:C₄₃H₄₂F₃N₃O₁₆S
Molecular Weight:945.878
Hs Code.:

Synonyms:methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

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Chemical Property of methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

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Technology Process of methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

There total 2 articles about methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate 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: 50.0%

: 208389-99-5
methyl (benzyl 2,3-di-O-benzoyl-β-D-glucopyranoside)uronate

: Sulfuric acid (2R,3S,4R,5R,6S)-5-azido-4-benzyloxy-6-fluoro-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl ester 2,2,2-trifluoro-ethyl ester

: 763129-87-9
methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

Guidance literature:: With zirconocene dichloride; silver perchlorate; In dichloromethane;
DOI:10.1016/j.tetlet.2004.06.131

Reference yield:

: 98-88-4
benzoyl chloride

: 763129-87-9
methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutylin oxide / Heating

1.2: 59 percent / Et₃N / tetrahydrofuran / 1 h / 20 °C

2.1: 50 percent / AgClO₄; Cp₂ZrCl₂ / CH₂Cl₂

With zirconocene dichloride; silver perchlorate; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1016/j.tetlet.2004.06.131

Reference yield: 60.0%

: 763129-87-9
methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate

: methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-sulfonato-α-D-glucopyranosyl)-(1-4)-β-D-glucopyranoside]uronate

Guidance literature:: methyl [benzyl O-(2-azido-3-O-benzyl-2-deoxy-6-O-trifluoroethylsulfonato-α-D-glucopyranosyl)-(1-6)-2.3-di-O-benzoyl-β-D-glucopyranoside]uronate; With sodium methylate; In methanol;

With potassium tert-butylate; In tert-butyl alcohol; Further stages.;
DOI:10.1016/j.tetlet.2004.06.131