2'-Deoxy-6-thioinosine

Base Information

• Chemical Name: 2'-Deoxy-6-thioinosine
• CAS No.: 2239-64-7
• Molecular Formula: C₁₀H₁₂N₄O₃S
• Molecular Weight: 268.296
• Hs Code.: 29349990
• European Community (EC) Number: 636-583-9
• Nikkaji Number: J891.268H
• Wikidata: Q76149939
• Mol file: 2239-64-7.mol

Synonyms:2'-deoxy-6-thioinosine

Chemical Property of 2'-Deoxy-6-thioinosine

Chemical Property:

• Vapor Pressure: 1.23E-18mmHg at 25°C
• Boiling Point: 665.9°Cat760mmHg
• Flash Point: 356.5°C
• PSA: 128.28000
• Density: 1.87g/cm³
• LogP: 0.12960
• Storage Temp.: −20°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 268.06301143
• Heavy Atom Count: 18
• Complexity: 380

Purity/Quality:

97% ^*data from raw suppliers

6-Mercapto-9-(2''-deoxy-b-D-ribofuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C2NC=NC3=S)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC=NC3=S)CO)O

Technology Process of 2'-Deoxy-6-thioinosine

There total 12 articles about 2'-Deoxy-6-thioinosine 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: 18.0%

2'-deoxyuridine (951-78-0,63844-76-8) + 6-Mercaptopurine (157930-09-1,157930-10-4,157930-11-5,157930-13-7,157930-14-8) → 6-thiodeoxyinosine (2239-64-7)

Guidance literature:

With Enterobacter gergoviae CECT 875 in agar; In phosphate buffer; at 60 ℃; for 3h; pH=7.0; Enzymatic reaction;

DOI:10.1016/S0040-4039(03)00225-9

Reference yield:

2-deoxyinosine (890-38-0) + 6-mercaptopurine (50-44-2) → 6-mercaptopurine-2’-deoxyribose (2239-64-7)

Guidance literature:

With purine nucleoside 2’-deoxyribosyltransferase from Trypanosoma brucei; In aq. phosphate buffer; at 50 ℃; for 0.333333h; pH=6; Enzymatic reaction;

DOI:10.1002/cctc.201800775

Reference yield:

6-Mercaptopurine (157930-09-1,157930-10-4,157930-11-5,157930-13-7,157930-14-8) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 6-thiodeoxyinosine (2239-64-7)

Guidance literature:

With recobinant purine nucleoside phosphorylase from Escherichia coli; recombinant thymidine phosphorylase from Escherichia coli; In aq. phosphate buffer; for 1h; pH=6.8; Heating; Enzymatic reaction;

DOI:10.1039/c9cy01063g

upstream raw materials:

6-Chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(6-thioxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

6H-purine-6-thione

2-deoxyinosine

Downstream raw materials:

2,2-Dimethyl-propionic acid 9-{(2R,4S,5R)-4-acetoxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylsulfanylmethyl ester

2,2-Dimethyl-propionic acid 9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-ylsulfanylmethyl ester

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-deoxy-6-(2,4-dinitrophenyl)thiopurine-3'-O-(2-cyanoethyl-N,N-diisopropylamino)-phosphoramidite

(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[6-(2,4-dinitro-phenylsulfanyl)-purin-9-yl]-tetrahydro-furan-3-ol

Refernces

• 1、 Hatano, Akihiko,Wakana, Hiroyuki,Terado, Nanae,Kojima, Aoi,Nishioka, Chisato,Iizuka, Yu,Imaizumi, Takuya,Uehara, Sanae. "Bio-catalytic synthesis of unnatural nucleosides possessing a large functional group such as a fluorescent molecule by purine nucleoside phosphorylase". . p. 5122 - 5129. Retrieved 2019/10/05.
• 2、 Trelles,Fernández,Lewkowicz,Iribarren,Sinisterra. "Purine nucleoside synthesis from uridine using immobilised Enterobacter gergoviae CECT 875 whole cells". . p. 2605 - 2609. Retrieved 2007/10/03.