2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
CAS No.:1163124-16-0
Molecular Formula:C₁₈H₂₇N₃O₅Si
Molecular Weight:393.515
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 4 articles about 2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-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: 66.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 2-(trimethylsilyl)ethyl 2-zido-2-deoxy-D-galactopyranoside

: 1163124-16-0
2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

: 1163124-51-3
2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: With (1S)-10-camphorsulfonic acid; In acetonitrile; at 20 ℃; for 5h; optical yield given as %de;
DOI:10.1016/j.carres.2009.02.019

Reference yield:

: 1441128-65-9
2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranoside

: 1163124-16-0
2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; water; at 20 - 60 ℃; for 1h;
DOI:10.1002/chem.201203865

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 1163124-16-0
2-(trimethylsilyl)ethyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

1.2: 2 h / -40 °C / Inert atmosphere; Molecular sieve

2.1: lithium hydroxide / water; 1,4-dioxane / 1 h / 20 - 60 °C

With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; lithium hydroxide; 2,4,6-tri-tert-butylpyrimidine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/chem.201203865