2,2'-anhydro-1-(beta-arabinofuranosyl)-orotic acid

Base Information

• Chemical Name: 2,2'-anhydro-1-(beta-arabinofuranosyl)-orotic acid
• CAS No.: 33886-20-3
• Molecular Formula: C₁₀H₁₀N₂O₇
• Molecular Weight: 270.199
• Mol file: 33886-20-3.mol

Synonyms:2,2’-anhydro-1-(beta-arabinofuranosyl)-orotic acid

Chemical Property of 2,2'-anhydro-1-(beta-arabinofuranosyl)-orotic acid

Chemical Property:

• Boiling Point: 541.3°Cat760mmHg
• Flash Point: 281.2°C
• PSA: 131.11000
• Density: 2.19g/cm³
• LogP: -2.04690

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2'-anhydro-1-(beta-arabinofuranosyl)-orotic acid

There total 2 articles about 2,2'-anhydro-1-(beta-arabinofuranosyl)-orotic acid 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:

2,2'-anhydro-1-(β-D-arabinofuranosyl) orotic acid ethyl ester (33780-80-2) → (3aS)-3c-hydroxy-2t-hydroxymethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-8-carboxylic acid (33886-20-3)

Guidance literature:

With potassium hydroxide; for 0.0833333h;

DOI:10.1021/jo00974a027

Reference yield:

2-amino-β-D-arabinofurano[1',2':4,5]-oxazoline (27963-98-0) → (3aS)-3c-hydroxy-2t-hydroxymethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-8-carboxylic acid (33886-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: AcNMe₂

2: KOH / 0.08 h

With potassium hydroxide; N,N-dimethyl acetamide;

DOI:10.1021/jo00974a027

upstream raw materials:

2,2'-anhydro-1-(β-D-arabinofuranosyl) orotic acid ethyl ester

2-amino-β-D-arabinofurano[1',2':4,5]-oxazoline