2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone

Base Information

• Chemical Name: 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone
• CAS No.: 163396-30-3
• Molecular Formula: C₂₆H₂₆O₅
• Molecular Weight: 418.489
• Mol file: 163396-30-3.mol

Synonyms:2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone

Chemical Property of 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone

Chemical Property:

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone

There total 8 articles about 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone 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: 97.0%

2,3,5-tri-O-benzyl-D-xylofuranose (16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3) → 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone (163396-30-3)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2007.02.028

Reference yield: 90.0%

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) + D-xylono-1,4-lactone (15384-37-9) → 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone (163396-30-3)

Guidance literature:

With trifluorormethanesulfonic acid; In 1,4-dioxane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2019.04.023

Reference yield:

2,3,4,5-tetra-O-benzyl-D-xylonic acid → 2’,3’,5’-O-tribenzyl-D-xylonic acid-1’,4’-lactone (163396-30-3)

Guidance literature:

2,3,4,5-tetra-O-benzyl-D-xylonic acid; With pyridine; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

With sulfurous dibromide; In dichloromethane; at 0 - 20 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c8cc05523h

upstream raw materials:

2,3,5-tri-O-benzyl-D-xylofuranose

D-xylofuranose

methyl xylofuranoside

2,3,5-tri-O-benzyl-1-O-methyl-D-xylofuranoside

Downstream raw materials:

1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol

2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-imino-N-benzyl-L-arabinitol

2,3,5-tri-O-benzyl-D-xylitol

2,3,5-tri-O-benzyl-1-deoxy-D-sorbofuranose