2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Base Information

Chemical Name:2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol
CAS No.:627886-45-7
Molecular Formula:C₄₆H₅₁N₃O₁₃
Molecular Weight:853.923
Hs Code.:

Synonyms:2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

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Chemical Property of 2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Chemical Property:

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Technology Process of 2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

There total 4 articles about 2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol 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:

: 145840-43-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate

: 202798-29-6
3,4,5,6-tetra-O-benzyl-D-chiro-inositol

: 2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->1)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

: 627886-45-7
2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -40 ℃; for 3h; Title compound not separated from byproducts.;
DOI:10.1002/ejoc.200300252

Reference yield:

: 628312-96-9
1,2-O-isopropylidene-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

: 627886-45-7
2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / acetic acid / tetrahydrofuran / 8 h / 80 °C

2: TMSOTf / diethyl ether / 3 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; acetic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1002/ejoc.200300252

Reference yield:

: 149820-68-8
1,2-O-isopropylidene-D-chiro-inositol

: 627886-45-7
2-azido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranosyl-α(1->2)-3,4,5,6-tetra-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2: 100 percent / acetic acid / tetrahydrofuran / 8 h / 80 °C

3: TMSOTf / diethyl ether / 3 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydride; acetic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300252