methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside
CAS No.:1261355-83-2
Molecular Formula:C₄₁H₅₀O₁₆S
Molecular Weight:830.904
Hs Code.:

methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Synonyms:methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

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Chemical Property of methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

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Technology Process of methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

There total 4 articles about methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-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: 68.0%

: 1161813-90-6
C₂₃H₃₀O₈S

: 1248348-95-9
phenyl 2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

: 1261355-83-2
methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 1h; Molecular sieve;
DOI:10.1016/j.tetlet.2010.10.042

Reference yield:

: 273749-60-3
phenyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

: 1261355-83-2
methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: N-iodo-succinimide; silver trifluoromethanesulfonate / tetrahydrofuran; dichloromethane; toluene / 1 h / -45 °C / Molecular sieve; Inert atmosphere

With pyridine; N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2012.06.081

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 1261355-83-2
methyl (2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl)-(1->4)-2,6-di-O-benzyl-3-deoxy-3-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetonitrile / 2 h / 80 °C

2: pyridine / 2 h / 20 °C

3: N-iodo-succinimide; silver trifluoromethanesulfonate / tetrahydrofuran; dichloromethane; toluene / 1 h / -45 °C / Molecular sieve; Inert atmosphere

With pyridine; N-iodo-succinimide; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2012.06.081