methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Base Information

• Chemical Name: methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)
• CAS No.: 1158797-00-2
• Molecular Formula: C₄₈H₅₆Cl₃NO₁₅SSi
• Molecular Weight: 1053.48
• Mol file: 1158797-00-2.mol

Synonyms:methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Chemical Property of methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

There total 8 articles about methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl 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: 90.0%

4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trichloroacetamido-α/β-D-glucopyranoside (1154463-83-8) + methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate (725228-76-2) → methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate) (1158797-00-2)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; Molecular sieve;

DOI:10.1021/jo9003713

Reference yield: 70.0%

phenyl 4,6-O-di(tert-butyl)silylidene-1,2-dideoxy-3-O-levulinoyl-2-trichloroacetamido-1-thio-β-D-glucopyranoside (1158796-90-7) + methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate (725228-76-2) → methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate) (1158797-00-2)

Guidance literature:

phenyl 4,6-O-di(tert-butyl)silylidene-1,2-dideoxy-3-O-levulinoyl-2-trichloroacetamido-1-thio-β-D-glucopyranoside; With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; In dichloromethane; at -60 ℃; for 0.25h; Molecular sieve;

methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate; In dichloromethane; at -60 - 0 ℃;

DOI:10.1021/jo9003713

Reference yield: 63.0%

4,6-O-di(tert-butyl)silylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-D-glucopyranose + methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate (725228-76-2) → methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate) (1158797-00-2)

Guidance literature:

4,6-O-di(tert-butyl)silylidene-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-D-glucopyranose; With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; In dichloromethane; at -60 - -40 ℃; for 1h; Molecular sieve;

methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate; In dichloromethane; at -40 - 0 ℃;

DOI:10.1021/jo9003713

upstream raw materials:

phenyl 4,6-O-di(tert-butyl)silylidene-1,2-dideoxy-3-O-levulinoyl-2-trichloroacetamido-1-thio-β-D-glucopyranoside

methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate

4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trichloroacetamido-α/β-D-glucopyranoside

2-deoxy-2-amino glucose

Downstream raw materials:

C₆₁H₈₃Cl₆N₅O₂₁Si₂

C₉₈H₁₂₇Cl₉N₆O₃₄Si₃

C₁₃₅H₁₇₁Cl₁₂N₇O₄₇Si₄

methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate