4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

Base Information

Chemical Name:4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside
CAS No.:1319721-61-3
Molecular Formula:C₄₇H₅₅NO₁₅Si
Molecular Weight:902.037
Hs Code.:

4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

Synonyms:4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

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Chemical Property of 4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

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Technology Process of 4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

There total 5 articles about 4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-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: 82.0%

: methyl (2,3-di-O-benzoyl-4-deoxy-α/β-D-glucopyranose)uronate

: 1319721-54-4
4-methylumbelliferyl 2-acetamido-2-deoxy-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

: 1319721-61-3
4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

Guidance literature:: methyl (2,3-di-O-benzoyl-4-deoxy-α/β-D-glucopyranose)uronate; With 1,1'-sulfinylbisbenzene; In dichloromethane; for 0.5h; Molecular sieve;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -60 - -20 ℃; Molecular sieve;

4-methylumbelliferyl 2-acetamido-2-deoxy-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside; In dichloromethane; at -20 - 0 ℃; Molecular sieve;
DOI:10.1016/j.carres.2011.03.042

Reference yield:

: 90-33-5,79566-13-5
7-hydroxy-4-methyl-chromen-2-one

: 1319721-61-3
4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: cesium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 0.17 h / 20 °C

1.2: 0.92 h

2.1: sodium methylate / methanol; dichloromethane / 4 h / 20 °C

2.2: amberlite-H+

3.1: N,N-dimethyl-formamide / 0.5 h / -40 °C

3.2: 0.25 h / -40 °C

4.1: 1,1'-sulfinylbisbenzene / dichloromethane / 0.5 h / Molecular sieve

4.2: -60 - -20 °C / Molecular sieve

4.3: -20 - 0 °C / Molecular sieve

With cesium hydroxide; 1,1'-sulfinylbisbenzene; tetrabutylammomium bromide; sodium methylate; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2011.03.042

Reference yield:

: 38971-29-8
4-methylumbelliferyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside

: 1319721-61-3
4-methylumbelliferyl 2-acetamido-2-deoxy-3-O-(methyl 2,3-di-O-benzoyl-4-deoxy-β-D-glucopyranosyl uronate)-4,6-O-di-tert-butylsilanediyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol; dichloromethane / 4 h / 20 °C

1.2: amberlite-H+

2.1: N,N-dimethyl-formamide / 0.5 h / -40 °C

2.2: 0.25 h / -40 °C

3.1: 1,1'-sulfinylbisbenzene / dichloromethane / 0.5 h / Molecular sieve

3.2: -60 - -20 °C / Molecular sieve

3.3: -20 - 0 °C / Molecular sieve

With 1,1'-sulfinylbisbenzene; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2011.03.042