1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine

Base Information

• Chemical Name: 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine
• CAS No.: 159228-14-5
• Molecular Formula: C₃₂H₂₄N₄O₉S
• Molecular Weight: 640.63
• Mol file: 159228-14-5.mol

Synonyms:1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine

Chemical Property of 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine

There total 4 articles about 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-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: 88.0%

1-(3,5-di-O-benzoyl-β-D-xylofuranosyl)-lumazine (159228-09-8) + phenylcarbonochloridothioate (1005-56-7) → 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine (159228-14-5)

Guidance literature:

With dmap; In chloroform; for 0.166667h;

DOI:10.1080/15257779408013278

Reference yield:

Lumazine (487-21-8) → 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine (159228-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl triflate / 1.) reflux, 6 h, 2.) EtOAc, RT, 2 h

2: 86 percent / pyridine, acetic acid, hydrazine hydrate / Ambient temperature

3: 88 percent / DMAP / CHCl₃ / 0.17 h

With pyridine; dmap; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In chloroform;

DOI:10.1080/15257779408013278

Reference yield:

(3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate (85026-60-4) → 1-(3,5-di-O-benzoyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-lumazine (159228-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl triflate / 1.) reflux, 6 h, 2.) EtOAc, RT, 2 h

2: 86 percent / pyridine, acetic acid, hydrazine hydrate / Ambient temperature

3: 88 percent / DMAP / CHCl₃ / 0.17 h

With pyridine; dmap; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In chloroform;

DOI:10.1080/15257779408013278

upstream raw materials:

1-(3,5-di-O-benzoyl-β-D-xylofuranosyl)-lumazine

phenylcarbonochloridothioate

Lumazine

(3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate