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

Base Information

Chemical Name:methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-C-(methyl sulfonatomethyl)-α-D-glucopyranoside
CAS No.:1261355-64-9
Molecular Formula:C₄₇H₆₄O₁₉S
Molecular Weight:965.08
Hs Code.:

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

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

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

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

There total 3 articles about methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-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: 80.0%

: 1261355-60-5
methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 2-acetyl-3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

: 1261355-64-9
methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/j.tetlet.2010.10.042

Reference yield:

: methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-methyl-D-glucopyranosyluronate

: 1261355-64-9
methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -20 - 0 °C / Molecular sieve; Inert atmosphere

3: sodium methylate / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;
DOI:10.1016/j.tet.2012.06.081

Reference yield:

: 1261355-56-9
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-3-O-methyl-1-O-trichloroacetimidoyl-D-glucopyranosyluronate

: 1261355-64-9
methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl-(1->4)-(methyl 3-O-methyl-β-D-glucopyranosyluronate)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-C-(methyl sulfonatomethyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -20 - 0 °C / Molecular sieve; Inert atmosphere

2: sodium methylate / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/j.tet.2012.06.081