55094-52-5

Basic information

• Product Name: 2,3,5-Tri-O-benzyl-D-ribonolactone
• Synonyms: 1-Chloro-3,5-di-(p-chlorobenzoyl)-2-deoxy-D-ribofuranose;2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone;2,3,5-TRI-O-BENZYL-D-RIBONOLACTONE;(3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxyMethyl)-dihydrofuran-2(3H)-one;2,3,5-Tris-O-(phenylmethyl)-D-ribonic acid γ-lactone
• CAS NO: 55094-52-5
• Molecular Formula: C₂₆H₂₆O₅
• Molecular Weight: 418.49
• Product Categories: J's
• Mol File: 55094-52-5.mol
• Article Data: 32

Chemical Properties

• Melting Point: 54-55 °C
• Boiling Point: 576.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.21±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), DMSO (Slightly, Sonicated), Methanol (Slightly)
• CAS DataBase Reference: 2,3,5-Tri-O-benzyl-D-ribonolactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-Tri-O-benzyl-D-ribonolactone(55094-52-5)
• EPA Substance Registry System: 2,3,5-Tri-O-benzyl-D-ribonolactone(55094-52-5)

Safety Data

• Hazardous Substances Data: 55094-52-5(Hazardous Substances Data)

Usage

Physical Form

Solid

Application

2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone is a useful research chemical.

Upstream product

• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 5336-08-3 D-Ribono-1,4-lactone 
• 50-69-1 D-ribose 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 79875-99-3 (2R,3R,4R)-2,3,4,5-tetrakis(benzyloxy)pentanal 
• 50615-49-1 2,3,4,5-tetra-O-benzyl diethyl dithioacetal D-ribose 
• 10257-32-6 D-ribose 
• 7152-47-8 D-ribose diethyl dithioacetal 
• 532-20-7 D-Ribose 
• 100-39-0 benzyl bromide 
• 1824-96-0 methyl ribofuranoside 
• 144950-24-3 2,3,5-tri-O-benzyl-D-arabinofuranose 

Downstream Products

• 160701-88-2 1-O-Acetyl-2,3,5-tri-O-benzyl-1-(2-thiazolyl)-α-D-ribofuranose 
• 181582-02-5 (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5-dimethoxy-pyrazin-2-yl)-tetrahydro-furan-2-ol 
• 229638-10-2 C₄₆H₄₂N₂O₇ 
• 631899-56-4 (2S,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(2,4,5-trifluoro-phenyl)-tetrahydro-furan-2-ol 
• 181581-94-2 3,5-dichloro-2-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazine 
• 181581-95-3 2-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-chloro-3-methoxy-pyrazine 
• 181581-97-5 2-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3,5-dimethoxy-pyrazine 
• 181581-96-4 3-Benzyloxy-2-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-chloro-pyrazine 
• 1260214-15-0 tert-butyl N-[5-acetamido-4-(2,3,5-tri-O-benzyl-1-hydroxy-α-D-ribofuranosylmethyl)pyridin-2-yl]carbamate 
• 1260214-14-9 N-[4-(2,3,5-tri-O-benzyl-1-hydroxy-α-D-ribofuranosylmethyl)pyridin-3-yl]acetamide 

Relevant articles and documents

Weinreb Amide Approach to the Practical Synthesis of a Key Remdesivir Intermediate

Currently, remdesivir is the first and only FDA-approved antiviral drug for COVID-19 treatment. Adequate supplies of remdesivir are highly warranted to cope with this global public health crisis. Herein, we report a Weinreb amide approach for preparing the key intermediate of remdesivir in the glycosylation step where overaddition side reactions are eliminated. Starting from 2,3,5-tri-O-benzyl-d-ribonolactone, the preferred route consisting of three sequential steps (Weinreb amidation, O-TMS protection, and Grignard addition) enables a high-yield (65%) synthesis of this intermediate at a kilogram scale. In particular, the undesirable PhMgCl used in previous methods was successfully replaced by MeMgBr. This approach proved to be suitable for the scalable production of the key remdesivir intermediate.

Compound for treating viral infection and preparation method and application of compound

The invention provides a preparation for treating viral infection and pneumovirus subfamily viral infection, a method, a compound as shown in a formula (I) and a method and intermediate for synthesis of the compound as shown in the formula (I).

Novel compound and application thereof

The invention relates to a novel compound and application thereof, and also relates to an application of the compound in preparation of antiviral drugs and the like. In particular, AIDS virus is present. Application of hepatitis B virus, paramyxovirus and