methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

Base Information

Chemical Name:methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside
CAS No.:1356387-31-9
Molecular Formula:C₃₀H₄₃NO₁₇S
Molecular Weight:721.734
Hs Code.:

methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

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Chemical Property of methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

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Technology Process of methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

There total 5 articles about methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside 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: 32.0%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 1356387-27-3
methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-6-deoxy-6-(4-methoxyphenylsulfonylamino)-2,3-di-O-methyl-α-D-galactopyranoside

: 1356387-34-2
methyl 4-O-(2,3,4-tri-O-acetyl-6-deoxy-L-lyxo-hex-5-ulosonoyl)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

: 1356387-31-9
methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

Guidance literature:: With iodine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Irradiation;
DOI:10.1002/ejoc.201101146

Reference yield:

: 938081-77-7
methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-2,3-di-O-methyl-α-D-galactopyranoside

: 1356387-34-2
methyl 4-O-(2,3,4-tri-O-acetyl-6-deoxy-L-lyxo-hex-5-ulosonoyl)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

: 1356387-31-9
methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

4: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

5: iodine / dichloromethane / 2 h / 20 °C / Inert atmosphere; Irradiation

With pyridine; sodium azide; palladium 10% on activated carbon; hydrogen; iodine; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101146

Reference yield:

: C₂₂H₃₆O₁₅S

: 1356387-34-2
methyl 4-O-(2,3,4-tri-O-acetyl-6-deoxy-L-lyxo-hex-5-ulosonoyl)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

: 1356387-31-9
methyl 5-acetoxy-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->4)-6-deoxy-2,3-di-O-methyl-6-(4-methoxyphenylsulfonylamino)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

3: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4: iodine / dichloromethane / 2 h / 20 °C / Inert atmosphere; Irradiation

With sodium azide; palladium 10% on activated carbon; hydrogen; iodine; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101146