158112-55-1

Basic information

• Product Name: 5-O-deoxy-D-ribofuranose
• Synonyms: 5-O-deoxy-D-ribofuranose
• CAS NO: 158112-55-1
• Molecular Weight: 134.132
• Mol File: 158112-55-1.mol

Chemical Properties

• CAS DataBase Reference: 5-O-deoxy-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-deoxy-D-ribofuranose(158112-55-1)
• EPA Substance Registry System: 5-O-deoxy-D-ribofuranose(158112-55-1)

Safety Data

• Hazardous Substances Data: 158112-55-1(Hazardous Substances Data)

Upstream product

• 37105-93-4 1,2-O-isopropylidene-5-deoxy-α-D-ribofuranose 
• 132064-84-7 5-deoxy-2,3-O-isopropylidene-D-ribofuranose 
• 78341-97-6 1-O-methyl-2,3-O-isopropylidene-5-deoxy-D-ribofuranose 
• 23202-81-5 methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside 
• 72127-43-6 5-deoxy-2,3-O-isopropylidene-D-ribono-1,4-lactone 
• 96239-82-6 2,3-O-isopropylidene-5-iodo-D-ribono-1,4-lactone 
• 38838-05-0 1-O-methyl-2,3-O-isopropylidene-5-bromo-5-deoxy-β-D-ribofuranoside 
• 532-20-7 D-Ribose 
• 37076-71-4 5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 38838-06-1 methyl 5-deoxy-5-iodo-2,3-isopropylidene-β-D-ribofuranoside 
• 4137-56-8 ((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate 
• 158112-53-9 (3aR,6R,6aR)-2,2,6-trimethyltetrahydro-2H-furo(3,4-d)(1,3)dioxol-4-ol 
• 109536-53-0 5-deoxy-1,2-isopropylidene-3-O-(p-methoxybenzyl)-α-D-ribofuranose 

Downstream Products

• 37076-71-4 5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose 
• 27821-07-4 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose 
• 161599-46-8 (2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate 
• 871671-56-6 4-N-(carbomethoxymethyl)amino-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)-5-phenylpyrazolo[3,4-d]pyrimidine 
• 871672-02-5 4-amino-1-(5-deoxy-2,3-diacetoxy-β-D-ribofuranosyl)-3-phenylpyrazolo[3,4-d]pyrimidine 
• 871671-52-2 4-amino-1-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)-3-phenylpyrazolo[3,4-d]pyrimidine 
• 144928-62-1 4-amino-1-(5-deoxy-β-D-ribofuranosyl)-3-phenylpyrazolo[3,4-d]pyrimidine 
• 69260-71-5 doxifluridine 
• 76462-82-3 1-(5-Deoxy-2,3-di-O-acetyl-β-D-ribofuranosyl)-5-fluor-uracil 

Relevant articles and documents

Nδ-(5-Hydroxy-4,6-dimethylpyrimidine-2-yl)-L-ornithine, a novel methylglyoxal - Arginine modification in beer

Nδ-(5-Hydroxy-4,6-dimethylpyrimidine-2-yl)-L-ornithine, or Argpyrimidine, was identified and quantified in beer by high-performance liquid chromatography (HPLC) and coupled gas chromatography-mass spectrometry (HRGC-MS). This novel fluorescent

A three-acetyl deoxyribose α isomer preparation method

The invention discloses a capecitabine intermediate impurity tri acetyl deoxyribose α isomer: the chemical name is 1 α - 1, 2, 3 - three-acetoxy - 5 - deoxy - D - ribose of the preparation method. The preparation method in order to 5 - deoxy - D - ribose as a synthetic raw material, by isopropenyl acetate/iron trichloride acetylation than three acetyl deoxyribose α isomer crude, passes through the column again chromatography purification to obtain the triacetyl deoxyribose α isomer pure product. The invention provides a triacetyl deoxyribose α isomer preparation method, with simple operation, the advantage of the high product purity, for capecitabine intermediate and the quality of the finished good foundation for the study.

Synthesis of Nucleosides through Direct Glycosylation of Nucleobases with 5-O-Monoprotected or 5-Modified Ribose: Improved Protocol, Scope, and Mechanism

Simplifying access to synthetic nucleosides is of interest due to their widespread use as biochemical or anticancer and antiviral agents. Herein, a direct stereoselective method to access an expansive range of both natural and synthetic nucleosides up to a gram scale, through direct glycosylation of nucleobases with 5-O-tritylribose and other C5-modified ribose derivatives, is discussed in detail. The reaction proceeds through nucleophilic epoxide ring opening of an in situ formed 1,2-anhydrosugar (termed “anhydrose”) under modified Mitsunobu reaction conditions. The scope of the reaction in the synthesis of diverse nucleosides and other 1-substituted riboside derivatives is described. In addition, a mechanistic insight into the formation of this key glycosyl donor intermediate is provided.

PREPARATION OF CAPECITABINE

The present invention relates to substantially pure capecitabine and processes for the preparation thereof.

HYDROXAMIC ACID DERIVATIVES

The disclosure includes hydroxamic compounds of Formula I: (I) wherein P, Z, and m are defined herein. Also disclosed is a method for treating a neoplastic disease or an immune disease with these compounds.

METHOD FOR THE PREPARATION OF CAPECITABINE AND INTERMEDIATES USED IN SAID METHOD

A process to obtain capecitabine compound and its pharmaceutically acceptable derivatives is hereby disclosed. Likewise, novel intermediates to be used in the preparation of capecitabine compound and its pharmaceutically acceptable derivatives are also disclosed. The procedure comprises the stage of causing a reaction of N4-(n-pentyloxycarbonyl))-5- fluorocytosine with (1,2,3-tri-O-acetyl-5-deoxy- α,β-D-ribofuranose.

NOVEL PROCESS FOR THE RECOVERY OF BETA ACETYLFURANOSIDE

There is provided an improved method for the recovery of residual, unseparated β-ACF from reaction mixtures remaining from an initial synthesis of ACF, which is in particular usable on a large industrial scale, more particularly in the production of capecitabine.

METHODS FOR PREPARING CAPECITABINE AND BETA-ANOMER-RICH TRIALKYL CARBONATE COMPOUND USED THEREIN

The present invention relates to a method for preparing capecitabine and a method for preparing a β-anomer-rich trialkyl carbonate compound used therein, and a highly pure capecitabine can be efficiently prepared with a high yield by the method of the present invention using the β-anomer-rich trialkyl carbonate compound as an intermediate.

METHOD FOR STEREOSELECTIVE PREPARATION AND SEPARATION OF TRI-O-ACETYL-5-DEOXY-β-D-RIBOFURANOSE

The present invention discloses a method for preparing highly pure tri-O-acetyl-5-deoxy-β-D-ribofuranose which comprises a highly stereoselective acetylation step of 1-methylacetonide, and the pure β-anomer thus obtained can be advantageous used for preparing capecitabine.

The synthesis of (-)-varitriol and (-)-3′-epi-varitriol via a Ramberg-B?cklund route

A concise route to the anti-tumour natural product (-)-varitriol, together with its novel isomer (-)-3′-epi-varitriol, is described using a Horner-Wadsworth-Emmons (HWE)/conjugate addition/Ramberg-B?cklund sequence as the cornerstone. The flexibility of t