3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

Base Information

Chemical Name:3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide
CAS No.:1609184-94-2
Molecular Formula:C₂₉H₄₀N₆O₆Si
Molecular Weight:596.759
Hs Code.:

Synonyms:3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

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Chemical Property of 3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

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Technology Process of 3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

There total 2 articles about 3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide 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: 85.0%

: 1609184-93-1
3,4-Di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyiodomethyl-2-deoxy-β-D-glucopyranosyl azide

: 1609184-94-2
3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 24h; stereoselective reaction;
DOI:10.1016/j.carres.2014.02.022

Reference yield:

: 710965-69-8
(1S,3R,4S,5R,6S,7S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxa-bicyclo[4.1.0]heptane-7-carboxylic acid methyl ester

: 1609184-94-2
3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide; N-iodo-succinimide / acetonitrile / 12 h / 20 °C / Molecular sieve; Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 24 h / 20 °C

With N-iodo-succinimide; sodium azide; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2014.02.022

Reference yield: 59.0%

: 1609184-94-2
3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-2-C-carbmethoxyazidomethyl-2-deoxy-β-D-glucopyranosyl azide

: (3S)-3-amino-[[3,4-di-O-benzyl-6-(tert-butyldimethylsilyl)-1,2-dideoxy]-α-D-glucopyranoso][2,3-b]-pyrrolidin-2-one

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 25 ℃; for 12h; stereoselective reaction;
DOI:10.1016/j.carres.2014.02.022