(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

Base Information

Chemical Name:(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide
CAS No.:768385-13-3
Molecular Formula:C₃₀H₃₂N₂O₅
Molecular Weight:500.594
Hs Code.:

Synonyms:(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

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Chemical Property of (2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

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Technology Process of (2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

There total 1 articles about (2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide 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:

: 108-24-7
acetic anhydride

: (2S,3S,4R,5S,6R)-3-Amino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carbonitrile

: 768385-13-3
(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

Guidance literature:: With pyridine; at 20 ℃; for 48h;
DOI:10.1002/ejoc.200400197

Reference yield: 50.0%

: 768385-13-3
(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

: 260551-08-4
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptonic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 60 ℃; for 20h;
DOI:10.1002/ejoc.200400197

Reference yield:

: 768385-13-3
(2-acetamido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide

: triethylammonium [3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-1-(di-O-benzyl phosphoryl)-D-erythro-L-ido/L-gulo-heptitol-1-O-yl] (2',3'-di-O-acetyluridin-5'-yl) phosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 50 percent / HCl / dioxane; H₂O / 20 h / 60 °C

2.1: carbonyldiimidazole / dimethylformamide / 2.5 h / 0 - 20 °C

2.2: 93 percent / dimethylformamide / 1.5 h / 20 °C

3.1: 93 percent / sodium borohydride / CH₂Cl₂; ethanol / 3 h / 0 - 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.2: 94 percent / triethylamine / 2 h / 20 °C

5.1: 1H-tetrazole / CH₂Cl₂ / 2 h / 20 °C

5.2: tBuOOH / decane; CH₂Cl₂ / 0.67 h / 20 °C

5.3: 71 percent / decane; CH₂Cl₂ / 16 h / 20 °C

With 1H-tetrazole; hydrogenchloride; sodium tetrahydroborate; Dess-Martin periodane; 1,1'-carbonyldiimidazole; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400197