1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose

Base Information

• Chemical Name: 1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose
• CAS No.: 74810-33-6
• Molecular Formula: C₁₇H₁₆B₂O₅
• Molecular Weight: 321.933
• Mol file: 74810-33-6.mol

Synonyms:1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose

Chemical Property of 1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose

There total 3 articles about 1-O,2-O:3-O,4-O-Bis(phenylboranediyl)-α-D-ribopyranose 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: 100.0%

D-Arabinose (10323-20-3) + phenylboronic acid (98-80-6) → C17H16B2O5 (1218927-63-9,74810-33-6)

Guidance literature:

In methanol; water; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2009.11.022

Reference yield: 65.0%

triphenylboroxine (3262-89-3) + D-ribose (10257-32-6) → 1,5:2,3-di-O-phenylboranediyl-β-D-ribofuranose + 1,2:3,4-di-O-phenylboranediyl-α-D-ribopyranose (74810-33-6)

Guidance literature:

In benzene; byproducts: H2O; under argon, addn. of triphenylboroxin to a suspn. of D-ribose, distn. of benzene/water azeotrope; removing of solvent in vac. (0.1 Torr), no sepn. of products;

Reference yield:

β-L-arabinopyranose (7296-56-2) + phenylboronic acid (98-80-6) → β-L-Arabinopyranose 1,2 : 3,4-bis(phenylboronat) (52681-70-6,74810-33-6)

Guidance literature:

With pyridine;

DOI:10.1016/S0008-6215(00)82943-2

upstream raw materials:

β-L-arabinopyranose

phenylboronic acid

triphenylboroxine

D-ribose

Refernces

• 1、 Dahlhoff, Wilhelm V.,Schroth, Gerhard,Gabor, Barbara,Koester, Roland. "Synthesis and Stereoselective Glycosylations of 3-O-Acetyl-2,4-O-phenylboranediyl-β-D-ribopyranosyl Bromide ". . p. 547 - 551. Retrieved 2007/10/02.