1-deoxy-1-(6-thiopurinyl)-beta-glucopyranosiduronamide

Base Information

• Chemical Name: 1-deoxy-1-(6-thiopurinyl)-beta-glucopyranosiduronamide
• CAS No.: 80798-22-7
• Molecular Formula: C₁₁H₁₃N₅O₅S
• Molecular Weight: 327.321
• Mol file: 80798-22-7.mol

Synonyms:1-Deoxy-1-(6-thiopurinyl)-b-D-glucopyranosiduronamide

Chemical Property of 1-deoxy-1-(6-thiopurinyl)-beta-glucopyranosiduronamide

Chemical Property:

• Vapor Pressure: 3.5E-32mmHg at 25°C
• Boiling Point: 868.2°C at 760 mmHg
• Flash Point: 478.8°C
• PSA: 192.77000
• Density: 1.83g/cm³
• LogP: -1.56180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-deoxy-1-(6-thiopurinyl)-beta-glucopyranosiduronamide

There total 4 articles about 1-deoxy-1-(6-thiopurinyl)-beta-glucopyranosiduronamide 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: 72.0%

methyl 7H-purin-6-yl 1-thio-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate (82971-03-7) → 7H-purin-6-yl 1-thio-β-D-glucopyranosiduronamide (80798-22-7)

Guidance literature:

With ammonia; In methanol; Ambient temperature;

DOI:10.1021/jm00354a024

Reference yield:

6-Mercaptopurine (157930-09-1,157930-10-4,157930-11-5,157930-13-7,157930-14-8) → 7H-purin-6-yl 1-thio-β-D-glucopyranosiduronamide (80798-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / K₂CO₃ / dimethylformamide; benzene / 8 h / Ambient temperature

2: 72 percent / gaseous NH₃ / methanol / Ambient temperature

With ammonia; potassium carbonate; In methanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00354a024

Reference yield:

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → 7H-purin-6-yl 1-thio-β-D-glucopyranosiduronamide (80798-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / K₂CO₃ / dimethylformamide; benzene / 8 h / Ambient temperature

2: 72 percent / gaseous NH₃ / methanol / Ambient temperature

With ammonia; potassium carbonate; In methanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00354a024

upstream raw materials:

methyl 7H-purin-6-yl 1-thio-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

6-Mercaptopurine

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

Refernces

• 1、 Goodman,Salce,Hitchings. "Purine thioglycosides. I. S-Glycosides of 6-mercaptopurine.". . p. 516 - 521. Retrieved 2007/10/05.