3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

Base Information

Chemical Name:3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene
CAS No.:848618-22-4
Molecular Formula:C₁₈H₂₅N₃O₄
Molecular Weight:347.414
Hs Code.:

Synonyms:3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

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Chemical Property of 3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

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Technology Process of 3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

There total 1 articles about 3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene 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%

: 176257-50-4
3-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-1-propene

: 74-88-4
methyl iodide

: 848618-22-4
3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

Guidance literature:: 3-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-1-propene; With boron trichloride; In dichloromethane; at -78 ℃; for 1.5h;

methyl iodide; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.carres.2004.12.001

Reference yield: 76.0%

: 848618-22-4
3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

: 886552-41-6
(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-acetaldehyde

Guidance literature:: With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; tert-butyl alcohol; at 20 ℃; for 0.5h;
DOI:10.1021/jo052489q

Reference yield:

: 848618-22-4
3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-1-propene

: 886552-59-6
(1R,6S,7S,8R,9R,10R,15S,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 76 percent / 2,6-lutidine; OsO₄; NaIO₄ / dioxane; H₂O; 2-methyl-propan-2-ol / 0.5 h / 20 °C

2.1: 84 percent / MeONa; Zn(OAc)2 / methanol / 72 h / 20 °C

3.1: polymer-bound diphenylphosphine / tetrahydrofuran / 20 h / 20 °C

4.1: NaBH(OAc)3 / tetrahydrofuran / 20 h / 20 °C

4.2: 60 percent / Pd/C / methanol / 24 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; polymer-bound diphenylphosphine; zinc diacetate; sodium methylate; sodium tris(acetoxy)borohydride; In tetrahydrofuran; 1,4-dioxane; methanol; water; tert-butyl alcohol;
DOI:10.1021/jo052489q