5-Deoxy-L-ribose phenylhydrazone

Base Information

• Chemical Name: 5-Deoxy-L-ribose phenylhydrazone
• CAS No.: 123168-30-9
• Molecular Formula: C11H16N2O3
• Molecular Weight: 224.26
• Mol file: 123168-30-9.mol

Synonyms:5-Deoxy-L-ribose phenylhydrazone

Chemical Property of 5-Deoxy-L-ribose phenylhydrazone

Chemical Property:

• Boiling Point: 474.5±45.0 °C(Predicted)
• PKA: 12.56±0.20(Predicted)
• PSA: 85.08000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 0.25990

Purity/Quality:

99% ^*data from raw suppliers

5-Deoxy-L-ribosePhenylhydrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Deoxy-L-ribose Phenylhydrazone is an intermediate used in the synthesis of L-Primapterin (P733000), which is a 7-Substituted pterins, a new class of mammalian pteridines. Primapterin, Anapterin, and 6-Oxo-primapterin, three new 7-substituted pterins identified in a patient with hyperphenylalaninemia.

Technology Process of 5-Deoxy-L-ribose phenylhydrazone

There total 5 articles about 5-Deoxy-L-ribose phenylhydrazone 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:

5-deoxy-L-ribose (93978-94-0,93978-95-1,113421-68-4,113421-69-5,113421-70-8,113421-71-9,113421-72-0,113421-73-1,947605-23-4) + phenylhydrazine (100-63-0) → 5-deoxy-L-ribose phenylhydrazone (123168-30-9)

Guidance literature:

With acetic acid; In methanol; for 2h; Yield given; Ambient temperature;

Reference yield:

2,3-cyclohexylidene-5-deoxy-L-ribose (38279-72-0) → 5-deoxy-L-ribose phenylhydrazone (123168-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 g / 0.2 N HCl / dioxane; H₂O / 10 h / 70 °C

2: acetic acid / methanol / 2 h / Ambient temperature

With hydrogenchloride; acetic acid; In 1,4-dioxane; methanol; water;

Reference yield:

(R)-1-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol (4159-66-4,105617-51-4,107494-47-3,138127-63-6,138127-64-7) → 5-deoxy-L-ribose phenylhydrazone (123168-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate / water; di-isopropyl ether / 2 h / 25 - 30 °C

2: resin / water / 10 h / 10 - 15 °C

3: acetic acid / water / 2 h / 25 - 35 °C

With sodium periodate; acetic acid; In di-isopropyl ether; water;

upstream raw materials:

5-deoxy-L-arabinose

phenylhydrazine

5-deoxy-L-ribose

2,3-cyclohexylidene-5-deoxy-L-ribose

Downstream raw materials:

Biolumazin

biopterin

1',2'-O-diacetyl-L-biopterin

L-erythro biopterin

Refernces

• 1、 Mori, Kenji,Kikuchi, Haruhiko. "A New Synthesis of (-)-Biopterin Employing 5-Deoxy-L-ribose as a Key Intermediate". . p. 1267 - 1270. Retrieved 2007/10/02.