1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

Base Information

• Chemical Name: 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose
• CAS No.: 1258432-03-9
• Molecular Formula: C₂₅H₂₃BrO₆
• Molecular Weight: 499.358
• Mol file: 1258432-03-9.mol

Synonyms:1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

Chemical Property of 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

There total 3 articles about 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose 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: 45.0%

2-bromofuran (584-12-3) + methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-03-9) + 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-04-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.0833333h; Darkness;

DOI:10.1002/ejoc.201000726

Reference yield: 42.0%

2-bromofuran (584-12-3) + 1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranose (78185-65-6) → 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-03-9) + 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-04-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.25h; Darkness;

DOI:10.1002/ejoc.201000726

Reference yield:

1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-04-0) → 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose (1258432-03-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201000726

upstream raw materials:

2-bromofuran

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranose

1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

Downstream raw materials:

1β,1'β-[2,2'-bifuran-5,5'-diyl]-bis(1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose)

1β-[5-(furan-2-yl)furan-2-yl]-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

1β-[5-(thiophen-2-yl)furan-2-yl]-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose

1β-[5-(thiazol-2-yl)furan-2-yl]-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose