5'-Chloro-5'-deoxyinosine

Base Information

• Chemical Name: 5'-Chloro-5'-deoxyinosine
• CAS No.: 21017-05-0
• Molecular Formula: C10H11ClN4O4
• Molecular Weight: 286.67
• Mol file: 21017-05-0.mol

Synonyms:5-CHLORO-5-DEOXYINOSINE

Chemical Property of 5'-Chloro-5'-deoxyinosine

Chemical Property:

• Vapor Pressure: 3.29E-17mmHg at 25°C
• Melting Point: 180 °C (decomp)
• Refractive Index: 1.846
• Boiling Point: 639.1 °C at 760 mmHg
• PKA: 8.92±0.70(Predicted)
• Flash Point: 340.3 °C
• PSA: 113.26000
• Density: 2.03 g/cm³
• LogP: -1.02240

Purity/Quality:

98%min ^*data from raw suppliers

5'-CHLORO-5'-DEOXYINOSINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5'-Chloro-5'-deoxyinosine

There total 4 articles about 5'-Chloro-5'-deoxyinosine 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: 92.0%

5'-deoxy-5'-chloroadenosine (892-48-8) → 5'-chloro-5'-deoxyinosine (21017-05-0)

Guidance literature:

With adenylate deaminase; dimethyl sulfoxide; In phosphate buffer; for 0.5h; pH=6.5;

DOI:10.1002/ejoc.200300435

Reference yield: 69.0%

Inosine (58-63-9) → 5'-Chlor-5'-deoxyinosin (21017-05-0)

Guidance literature:

Inosine; With pyridine; thionyl chloride; In acetonitrile; at 0 - 20 ℃; for 19h;

With ammonium hydroxide; In methanol; water; at 20 ℃; for 0.5h;

DOI:10.1002/anie.201908681

Reference yield:

5'-chloro-5'-deoxy-2',3'-O-sulfinyladenosine (662131-88-6) → 5'-chloro-5'-deoxyinosine (21017-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / water; methanol / 20 °C

2: 92 percent / adenylate deaminase; DMSO / aq. phosphate buffer / 0.5 h / pH 6.5

With methanol; adenylate deaminase; water; dimethyl sulfoxide; In phosphate buffer;

DOI:10.1002/ejoc.200300435

upstream raw materials:

Inosine

5'-deoxy-5'-chloroadenosine

5'-chloro-5'-deoxy-2',3'-O-sulfinyladenosine

Refernces

• 1、 Ciuffreda, Pierangela,Loseto, Angela,Alessandrini, Laura,Terraneo, Giancarlo,Santaniello, Enzo. "Adenylate Deaminase (5′-Adenylic Acid Deaminase, AMPDA)-Catalyzed Deamination of 5′-Deoxy-5′-Substituted and 5′-Protected Adenosines: A Comparison with the Catalytic Activity of Adenosine Deaminase (ADA)". . p. 4748 - 4751. Retrieved 2003.
• 2、 -. "Preparation method of 1,2,3-tri-O-acetyl-5-deoxy-beta-D-ribose". Paragraph 0039-0041. . Retrieved 2018/11/22.