methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

Base Information

Chemical Name:methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside
CAS No.:494800-87-2
Molecular Formula:C₃₄H₄₃N₃O₈
Molecular Weight:621.731
Hs Code.:

Synonyms:methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

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Chemical Property of methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

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Technology Process of methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

There total 1 articles about methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside 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: 87.0%

: 112-26-5,27252-69-3
1,2-bis(2-chloroethoxy)ethane

: 55902-93-7
methyl 3,5,6-tri-O-benzyl-α,β-D-glucofuranoside

: 494800-87-2
methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

Guidance literature:: 1,2-bis(2-chloroethoxy)ethane; methyl 3,5,6-tri-O-benzyl-α,β-D-glucofuranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 4h; Further stages.;
DOI:10.1021/jo025978o

Reference yield: 50.0%

: 494800-87-2
methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

: 494800-93-0
methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-aminoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jo025978o

Reference yield:

: 494800-87-2
methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-(2-azidoethoxy)]ethoxy}ethyl-α,β-D-glucofuranoside

: 494800-97-4
methyl 3,5,6-tri-O-benzyl-2-O-{2-[2-[2-N,N-bis(methoxycarbonylmethyl)amino]ethoxy]ethoxy}ethyl-α,β-D-glucofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

2: 62 percent / triethylamine / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran;
DOI:10.1021/jo025978o