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

Base Information

Chemical Name:methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate
CAS No.:1261355-52-5
Molecular Formula:C₂₈H₄₀O₁₄
Molecular Weight:600.617
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

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Technology Process of methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

There total 6 articles about methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate 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: 72.0%

: 1261355-50-3
methyl 1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

: 1261355-42-3
phenyl 6-O-benzyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1261355-52-5
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

: 1393471-74-3
methyl (6-O-benzyl-2,3,4-tri-Omethyl-β-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -45 ℃; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tet.2012.06.081

Reference yield: 72.0%

: 1261355-50-3
methyl 1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

: 1261355-42-3
phenyl 6-O-benzyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1261355-52-5
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -45 ℃; for 1h; Molecular sieve;
DOI:10.1016/j.tetlet.2010.10.042

Reference yield:

: ((2R,3R,4S,5R,6S)-3,4,5-Trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methanol

: 1261355-52-5
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

: 1393471-74-3
methyl (6-O-benzyl-2,3,4-tri-Omethyl-β-D-glucopyranosyl)-(1->4)-1,2-di-O-acetyl-3-O-methyl-α-D-glucopyranosyluronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 4 h / 0 - 20 °C

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

With N-iodo-succinimide; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2012.06.081