123168-30-9

Basic information

• Product Name: 5-Deoxy-L-ribose phenylhydrazone
• Synonyms: 5-Deoxy-L-ribose phenylhydrazone
• CAS NO: 123168-30-9
• Molecular Formula: C₁₁H₁₆N₂O₃
• Molecular Weight: 224.25634
• Mol File: 123168-30-9.mol

Chemical Properties

• Boiling Point: 474.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 12.56±0.20(Predicted)
• CAS DataBase Reference: 5-Deoxy-L-ribose phenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Deoxy-L-ribose phenylhydrazone(123168-30-9)
• EPA Substance Registry System: 5-Deoxy-L-ribose phenylhydrazone(123168-30-9)

Safety Data

• Hazardous Substances Data: 123168-30-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Deoxy-L-ribose phenylhydrazone is used as an intermediate for the synthesis of L-Primapterin (P733000), which belongs to the 7-Substituted pterins. This new class of mammalian pteridines has been identified in patients with hyperphenylalaninemia, a metabolic disorder characterized by elevated levels of phenylalanine in the blood. The compound plays a crucial role in the development of potential therapeutic agents for the treatment of this condition.
Additionally, 5-Deoxy-L-ribose phenylhydrazone can be used as a building block for the synthesis of other biologically active molecules, contributing to the advancement of pharmaceutical research and drug development. Its versatility in forming phenylhydrazone derivatives makes it a valuable compound in the synthesis of various organic compounds with potential applications in the pharmaceutical industry.

Upstream product

• 13039-56-0 5-deoxy-L-arabinose 
• 100-63-0 phenylhydrazine 
• 38279-72-0 2,3-cyclohexylidene-5-deoxy-L-ribose 
• 4159-66-4 (R)-1-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol 
• 93978-94-0 5-deoxy-L-ribose 

Downstream Products

• 22150-76-1 biopterin 
• 94591-24-9 Biolumazin 
• 62933-57-7 1',2'-O-diacetyl-L-biopterin 
• 22150-76-1 L-erythro biopterin 
• 81827-31-8 2-N-acetyl-1',2'-di-O-acetyl-L-erythro-biopterin 
• 94591-31-8 2-N-Benzoyl-1',2'-di-O-benzoyl-4-thiobiopterin 
• 94591-29-4 2-N-Benzoyl-1',2'-di-O-benzoylbiopterin 

Relevant articles and documents

NOVEL PROCESS FOR THE PREPARATION OF SAPROPTERIN DIHYDROCHLORIDE AND ITS KEY INTERMEDIATE, L-BIOPTERIN

The present invention relates to a novel process for the preparation of Sapropterin dihydrochloride of formula (1) and its key intermediate L-erythro-biopterin of formula (2). The present process is a simple and economically viable process for commercial production of Sapropterin dihydrochloride of formula (1) and its key intermediate L-biopterin of formula (2).

A New Synthesis of (-)-Biopterin Employing 5-Deoxy-L-ribose as a Key Intermediate

(-)-Biopterin (1) was synthesized from 5-deoxy-L-ribose (6) which was derived from commercially available D-ribose (2) employing the highly stereoselective Grignard reaction of 2,3-O-cyclohexylidene-D-ribose (3) with methylmagnesium iodide.

Pteridines, LXXV. - Synthesis and Properties of Biopterin and Biopterin Analogs

The synthesis of biopterin (6), its 2-N,N-dimethyl- (8) and 4-thioxo derivative (19) as well as biolumazine (7) is described.The side chain of biopterin can be modified by reaction of α-acetoxy-isobutyryl chloride to yield 6-(L-threo-2-acetoxy-1-chloropropyl)pterin (10), which can be used as a starting material for further derivatisations. 2,1',2'-Triacylbiopterins (14, 16) possess a hydrolytically labile N-acyl group.The newly synthesized compounds were characterized by pK-determinations, UV, and NMR spectra.