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

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-D-arabinofuranose
• CAS No.: 160549-10-0
• Molecular Formula: C26H28O5
• Molecular Weight: 420.505
• Mol file: 160549-10-0.mol

Synonyms:2,3,5-TRI-O-BENZYL-1-O-(4-NITROBENZOYL)-D-ARABINOFURANOSE;2,3,5-TRI-O-BENZYL-1-O-P-NITROBENZOYL-D-ARABINOFURANOSE;

Chemical Property of 2,3,5-tri-O-benzyl-D-arabinofuranose

Chemical Property:

• Boiling Point: 570.5±50.0 °C(Predicted)
• PKA: 11.95±0.70(Predicted)
• PSA: 57.15000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 4.09120
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2,3,5-Tri-O-benzyl-D-arabinofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,3,5-Tri-O-benzyl-D-arabinofuranose is an aldopentose sugar that functions as an intermediate in the synthesis of phosphono analog of N-acetyl-α-D-mannosamine 1-phosphate from D-arabinose.

Technology Process of 2,3,5-tri-O-benzyl-D-arabinofuranose

There total 14 articles about 2,3,5-tri-O-benzyl-D-arabinofuranose 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: 91.0%

(2S,3R,4R)-2,3,5-tri-O-benzyl-4-O-formyl-pentanal (155931-84-3) → 2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/jo982331o

Reference yield: 82.0%

(2R,3R,4S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran (89824-86-2) → 2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0)

Guidance literature:

With sulfuric acid; acetic acid; In water; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201601639

Reference yield: 76.0%

prop-1-enyl-(E/Z)-2',3',5'-tri-O-benzyl-α/β-D-arabinofuranoside → 2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0)

Guidance literature:

With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide; for 0.333333h; Ambient temperature;

DOI:10.1016/S0040-4020(97)10198-3

upstream raw materials:

(2R,3R,4S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran

prop-2-enyl-2',3',5'-tri-O-benzyl-α/β-D-arabinofuranoside

(2S,3R,4R)-2,3,5-tri-O-benzyl-4-O-formyl-pentanal

D-arabinofuranose

Downstream raw materials:

2-(2,3,5-tri-O-benzyl-D-manno-pentitol-1-yl)pyrrole

2,3,5-tri-O-benzyl-1,1-di-(2'-pyrryl)-1-deoxy-D-arabinitol

1-O-trimethylsilyl-2,3,5-tri-O-benzyl-D-arabinofuranose

2,3,5-tri-O-benzyl-1-deoxy-1,1-bis(2-hydroxy-4,5-methylenedioxyphenyl)-D-arabinitol