allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:1616860-55-9
Molecular Formula:C₄₆H₅₀Cl₃NO₁₂
Molecular Weight:915.262
Hs Code.:

Synonyms:allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 7 articles about allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-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:

: 1616860-56-0
C₄₅H₄₈Cl₃NO₁₂

: 74-88-4
methyl iodide

: 1616860-55-9
allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/adsc.201400269

Reference yield:

: 1061181-49-4
allyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1616860-55-9
allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 15-crown-5; sodium hydroxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 8 h / Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C

3.1: 15-crown-5; sodium hydroxide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

3.2: 20 h / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane; water / 0.5 h / 0 - 20 °C

5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 1 h / 20 °C

6.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 15-crown-5; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; potassium carbonate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201400269

Reference yield:

: 1616860-54-8
allyl (2,3-di-O-benzyl-β-D-glucopyranosyl)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1616860-55-9
allyl (methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 1 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201400269