4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE

Base Information

• Chemical Name: 4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE
• CAS No.: 30868-30-5
• Molecular Formula: C9H13 N3 O6
• Molecular Weight: 277.23
• Mol file: 30868-30-5.mol

Synonyms:AntibioticA 23813; NSC 143095; Pirazofurin; Przf; Pyrazofurin; Pyrazomycin; Pyrozofurin; b-Pyrazofurin; b-Pyrazomycin

Chemical Property of 4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 584.397°C at 760 mmHg
• PKA: 7.17±0.50(Predicted)
• Flash Point: 307.232°C
• PSA: 161.92000
• Density: 1.786g/cm³
• LogP: -1.93150
• Storage Temp.: -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyrazofurin ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Geldanamycin (G304500) derivative.

Technology Process of 4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE

There total 41 articles about 4-HYDROXY-3-BETA-D-RIBOFURANOSYL-1H-PYRAZOLE-5-CARBOXAMIDE MONOHYDRATE 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: 88.0%

4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-β-D-ribofuranosyl)pyrazole-5-carboxamide (83686-33-3) → pyrazofurin (30868-30-5)

Guidance literature:

With hydrogenchloride; for 0.5h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90705-5

Reference yield: 87.0%

4-hydroxy-3-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxamide (83686-35-5) → pyrazofurin B (30868-30-5)

Guidance literature:

With hydrogenchloride; for 0.5h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90705-5

Reference yield: 75.0%

2',3',5'-tri-O-acetylpyrazofurin (79264-07-6) → pyrazofurin (30868-30-5)

Guidance literature:

With ammonium hydroxide; In methanol; for 9h; Ambient temperature;

DOI:10.1039/P19810002374

upstream raw materials:

4-hydroxy-5-(O²,O³-isopropylidene-α-D-ribofuranosyl)-1(2)H-pyrazole-3-carboxylic acid amide

4-hydroxy-3-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxamide

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

ethyl 4-(2′,3′-O-isopropylidene-5′-O-trityl-D-ribofuranosyl)-3-oxobutanoate

Downstream raw materials:

1,4-O-dibenzyl-2',3',5'-tri-O-acetylpyrazofurin

1-benzyl-4,2',3',5'-tetra-O-acetylpyrazofurin

1-benzyl-5-(methylthio)-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazolo<3,4-e><1,3>oxazin-7-one

1-benzyl-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazolo<3,4-e><1,3>oxazine-5,7-dione

Refernces

• 1、 Huang, Hua-Shan,Wang, Rui,Chen, Wei-Jie,Chen, Ji-Zong,Gong, Shan-Shan,Sun, Qi. "The first chemical synthesis of pyrazofurin 5′-triphosphate". supporting information. p. 3423 - 3427. Retrieved 2018/08/17.
• 2、 Karagiri, Nobuya,Takashima, Kenichi,Haneda, Toru,Kato, Tetsuzo. "Synthesis of Pyrazofurin and its Analogues". . p. 553 - 560. Retrieved 2007/10/02.