methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

Base Information

Chemical Name:methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane
CAS No.:1417817-50-5
Molecular Formula:C₂₅H₄₁NO₉
Molecular Weight:499.602
Hs Code.:

Synonyms:methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

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Chemical Property of methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

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Technology Process of methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

There total 6 articles about methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane 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: 79.0%

: 1417817-44-7
methyl 2-deoxy-6-O-(4-methoxyphenyl)-3,4-bis[2-(2-iodoethoxy)ethyl]-α-D-ribo-hexopyranoside

: 156-87-6
propan-1-ol-3-amine

: 1417817-50-5
methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

Guidance literature:: With sodium carbonate; In acetonitrile; Reflux; Inert atmosphere;
DOI:10.1016/j.carres.2012.10.020

Reference yield:

: 1417817-38-9
methyl 2-deoxy-6-O-(4-methoxyphenyl)-α-D-ribo-hexopyranoside

: 1417817-50-5
methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

Guidance literature:: Multi-step reaction with 3 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydride / water / 14 h / 20 °C

2: sodium iodide / acetone / 40 h / Reflux

3: sodium carbonate / acetonitrile / Reflux; Inert atmosphere

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; sodium carbonate; sodium iodide; In water; acetone; acetonitrile;
DOI:10.1016/j.carres.2012.10.020

Reference yield:

: 6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0
methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside

: 1417817-50-5
methyl 6-O-(4-methoxyphenyl)-2,3,4-trideoxy-α-D-ribo-hexopyranosido-[3,4-e]-N-(3-hydroxy)propyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

Guidance literature:: Multi-step reaction with 5 steps

1: palladium on activated charcoal; hydrogen / dichloromethane; methanol / 3.5 h / 20 °C / 7500.75 Torr

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 42 h / Reflux; Inert atmosphere

3: tetra(n-butyl)ammonium hydrogensulfate; sodium hydride / water / 14 h / 20 °C

4: sodium iodide / acetone / 40 h / Reflux

5: sodium carbonate / acetonitrile / Reflux; Inert atmosphere

With di-isopropyl azodicarboxylate; palladium on activated charcoal; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; sodium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; 2: |Mitsunobu Displacement;
DOI:10.1016/j.carres.2012.10.020