2,3,5-tri-O-benzyl-D-ribofuranosyl bromide

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide
• CAS No.: 57378-89-9
• Molecular Formula: C₂₆H₂₇BrO₄
• Molecular Weight: 483.402
• Mol file: 57378-89-9.mol

Synonyms:2,3,5-tri-O-benzyl-D-ribofuranosyl bromide

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 5 articles about 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide 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:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-β-D-ribofuranose (51450-29-4) → 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide (57378-89-9) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With hydrogen bromide; In dichloromethane; at 0 ℃; for 0.0833333h;

Reference yield:

Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester (91110-24-6) → 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide (57378-89-9)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at -40 - 20 ℃;

DOI:10.1016/j.tetasy.2003.10.017

Reference yield:

acetyl 2,3,5-tri-O-benzyl-α-D-ribofuranoside → 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide (57378-89-9)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at -40 - 20 ℃;

DOI:10.1016/j.tetasy.2005.11.019

upstream raw materials:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-β-D-ribofuranose

Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester

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

Downstream raw materials:

5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on

5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on

(2R,3R,4S,5R)?2?(4?aminopyrrolo[1,2?f][1,2,4]triazin?7?yl)?3,4?dihydroxy?5?(hydroxymethyl)tetrahydrofuran?2?carbonitrile

7-((2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-tetrahydrofuran-2-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine

Refernces

• 1、 Gravier-Pelletier, Christine,Ginisty, Maryon,Le Merrer, Yves. "A versatile scaffold for a library of liposidomycins analogues: A crucial and potent glycosylation step". . p. 189 - 193. Retrieved 2007/10/03.