2,3,5-TRI-O-BENZYL-L-ARABINOFURANOSE

Base Information

• Chemical Name: 2,3,5-TRI-O-BENZYL-L-ARABINOFURANOSE
• CAS No.: 16838-89-4
• Molecular Formula: C26H28O5
• Molecular Weight: 420.505
• Hs Code.: 2940006000
• Mol file: 16838-89-4.mol

Synonyms:2,3,5-TRI-O-BENZYL-D-RIBOFURANOSE;

Chemical Property of 2,3,5-TRI-O-BENZYL-L-ARABINOFURANOSE

Chemical Property:

• Vapor Pressure: 7.41E-14mmHg at 25°C
• Boiling Point: 570.5°C at 760 mmHg
• PKA: 11.95±0.70(Predicted)
• Flash Point: 298.9°C
• PSA: 57.15000
• Density: 1.21g/cm³
• LogP: 4.09120

Purity/Quality:

99.9% ^*data from raw suppliers

2,3,5-Tri-O-benzyl-D-ribofuranose 98%min ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,5-TRI-O-BENZYL-L-ARABINOFURANOSE

There total 65 articles about 2,3,5-TRI-O-BENZYL-L-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: 94.0%

(2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[((E)-propenyl)oxy]-tetrahydro-furan (134149-36-3,134149-39-6,134149-42-1,134149-49-8) → 2,3,5-tri-O-benzyl-D-ribofuranose (16838-89-4)

Guidance literature:

With sulfuric acid; In acetone; Heating;

DOI:10.1016/0008-6215(91)80132-7

Reference yield: 91.0%

2,3,5-tri-O-benzyl-1-O-methyl-D-xylofuranoside (197716-38-4) → 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)

Guidance literature:

With acetic acid; at 100 ℃;

DOI:10.1055/s-1998-1617

Reference yield: 86.0%

methyl 2,3,5-tri-O-benzyl-D-ribofuranoside (64363-77-5) → 2,3,5-tri-O-benzyl-D-ribofuranose (16838-89-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 3h; Reflux;

upstream raw materials:

methyl 2,3,5-tri-O-benzyl-D-ribofuranoside

Trimethyl orthoacetate

Amino(2,3,5-Tri-O-benzyl-D-ribofuranosylhydrazono)essigsaeure-ethylester

(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol

Downstream raw materials:

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

3-{4-[6-Benzyloxy-1-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-indol-3-yl]-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl}-indole-1-carboxylic acid tert-butyl ester

2,3,5-tri-O-benzyl-D-ribose oxime

Refernces

• 1、 Bouton, Jakob,Maes, Louis,Karalic, Izet,Caljon, Guy,Van Calenbergh, Serge. "Synthesis and evaluation of a collection of purine-like C-nucleosides as antikinetoplastid agents". supporting information. . Retrieved 2021/01/06.
• 2、 -. "Synthesis of remdesivir key intermediate 2, 3, 5-tribenzyloxy-D-ribotide-1, 4-lactone". Paragraph 0018; 0025-0027. . Retrieved 2020/07/21.