N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile

Base Information

• Chemical Name: N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile
• CAS No.: 94619-75-7
• Molecular Formula: C₃₁H₂₄N₄O₈
• Molecular Weight: 580.554
• Mol file: 94619-75-7.mol

Synonyms:N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile

Chemical Property of N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile

There total 2 articles about N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile 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:

N-((Z)-2-amino-1,2-dicyanoethenyl)formamide (53144-01-7) → N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile (94619-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hexamethyldisilazane / 1 h / Heating

2: trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1021/jo00206a004

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + N-[(Z)-1,2-Dicyano-2-(trimethylsilanyl-amino)-vinyl]-formamide (94619-74-6) → N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile (94619-75-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 2.5h; Yield given; Ambient temperature;

DOI:10.1021/jo00206a004

Reference yield: 63.0%

N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile (94619-75-7) → 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4,5-dicyanoimidazole (94619-73-5)

Guidance literature:

With acetic acid; In benzene; for 10h; Heating;

DOI:10.1021/jo00206a004

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

N-[(Z)-1,2-Dicyano-2-(trimethylsilanyl-amino)-vinyl]-formamide

N-((Z)-2-amino-1,2-dicyanoethenyl)formamide

Downstream raw materials:

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4,5-dicyanoimidazole

AICA riboside

methyl 4-cyano-1-(5'-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboximidate

5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile