7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine

Base Information

• Chemical Name: 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine
• CAS No.: 170158-00-6
• Molecular Formula: C₃₃H₂₈N₄O₇
• Molecular Weight: 592.608
• Mol file: 170158-00-6.mol

Synonyms:7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine

Chemical Property of 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine

There total 1 articles about 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine 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:

7-phenyl-2,4(1H,3H)-pteridinedione (50996-21-9) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine (170158-00-6) + 7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)lumazine (170158-04-0)

Guidance literature:

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) acetonitrile, 2.) CH₂Cl₂, -25 deg C, 3 h;

DOI:10.1080/15257779508012473

Reference yield: 91.0%

7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine (170158-00-6) → 7-phenyl-1-(2-deoxy-β-D-ribofuranosyl)lumazine (170158-08-4)

Guidance literature:

With sodium methylate; In methanol; for 2h; Ambient temperature;

DOI:10.1080/07328319608002396

Reference yield:

7-phenyl-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)lumazine (170158-00-6) → 7-phenyl-1-(2-deoxy-5-O-dimethoxytrityl-β-D-ribofuranosyl)lumazine-3'-O-(2-cyanoethyl,N,N-diisopropyl)phosphoramidite

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NaOMe / methanol / 2 h / Ambient temperature

2: 81 percent / pyridine / Ambient temperature; over night

3: 91 percent / tetrazole / CH₂Cl₂

With 1H-tetrazole; sodium methylate; In pyridine; methanol; dichloromethane;

DOI:10.1080/07328319608002396

upstream raw materials:

7-phenyl-2,4(1H,3H)-pteridinedione

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

Downstream raw materials:

7-phenyl-1-(2-deoxy-β-D-ribofuranosyl)lumazine

7-phenyl-1-(2-deoxy-5-O-dimethoxytrityl-β-D-ribofuranosyl)lumazine