4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:943032-62-0
Molecular Formula:C₄₁H₄₅N₃O₁₀
Molecular Weight:739.822
Hs Code.:

Synonyms:4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

There total 4 articles about 4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 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: 81.0%

: 943032-61-9
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

: 74-88-4
methyl iodide

: 943032-62-0
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 1h;
DOI:10.1002/ejoc.200601082

Reference yield:

: 870543-47-8
4-methoxyphenyl 4-O-benzyl-α-L-rhamnopyranoside

: 943032-62-0
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: CSA / CH₂Cl₂ / 2 h / 25 °C

1.2: 90 percent / AcOH; water / 0.5 h

2.1: 98 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 °C

3.1: 83 percent / N₂H₄*AcOH / CH₂Cl₂; methanol / 12 h / 25 °C

4.1: 81 percent / NaH / dimethylformamide / 1 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; hydrazinium monoacetate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200601082

Reference yield:

: 943032-57-3
4-methoxyphenyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

: 943032-62-0
4-methoxyphenyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 °C

2: 83 percent / N₂H₄*AcOH / CH₂Cl₂; methanol / 12 h / 25 °C

3: 81 percent / NaH / dimethylformamide / 1 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; hydrazinium monoacetate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200601082