2-Aminopurin-9-yl-desoxyribose

Base Information

• Chemical Name: 2-Aminopurin-9-yl-desoxyribose
• CAS No.: 3616-24-8
• Molecular Formula: C10H13 N5 O3
• Molecular Weight: 251.245
• Hs Code.: 2934999090
• NSC Number: 96006
• DSSTox Substance ID: DTXSID70957572
• Mol file: 3616-24-8.mol

Synonyms:2-Aminopurin-9-yl-desoxyribose;5-(2-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol;NSC96006;SCHEMBL3239700;SCHEMBL21423038;DTXSID70957572;KGCFUCMAUQBXMT-UHFFFAOYSA-N;NSC-96006;9-(2-Deoxypentofuranosyl)-1,9-dihydro-2H-purin-2-imine

Chemical Property of 2-Aminopurin-9-yl-desoxyribose

Chemical Property:

• Vapor Pressure: 2.05E-18mmHg at 25°C
• Boiling Point: 661.8 °C at 760 mmHg
• Flash Point: 354 °C
• PSA: 119.31000
• Density: 1.91 g/cm³
• LogP: -0.36960
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 251.10183929
• Heavy Atom Count: 18
• Complexity: 307

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-9-(β-D-2’-deoxyribfuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=CN=C(N=C32)N)CO)O
• Uses: 2-Amino-9-(β-D-2’-deoxyribfuranosyl)purine is a fluorescent nucleoside used in the role of intersystem crossing.

Technology Process of 2-Aminopurin-9-yl-desoxyribose

There total 8 articles about 2-Aminopurin-9-yl-desoxyribose 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: 91.0%

9-((2R,3aS,9aR)-5,5,7,7-Tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-ylamine (170872-61-4) → 2-amino-9-(β-D-2'-deoxyribofuranosyl)-purine (3616-24-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 0.166667h;

DOI:10.1080/15257779508010704

Reference yield: 86.0%

9H-purin-2-amine (452-06-2) + 2'-Deoxycytidine (951-77-9) → 2-amino-9-(β-D-2'-deoxyribofuranosyl)-purine (3616-24-8)

Guidance literature:

With citrate buffer; N-deoxyribosyltransferase from L_. leichmannii; In ethanol; at 40 ℃; for 48h;

DOI:10.1080/15257779508012476

Reference yield: 77.0%

2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine (789-61-7) → 2-amino-9-(β-D-2'-deoxyribofuranosyl)-purine (3616-24-8)

Guidance literature:

nickel; In ethanol; water; Heating;

DOI:10.1080/15257770008035029

upstream raw materials:

2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercapto-9H-purine

2'-Deoxyguanosine

9H-purin-2-amine

2'-Deoxycytidine

Downstream raw materials:

2,4-diamino-5-formamidopyrimidine

9H-purin-2-amine

Refernces

• 1、 Kung, Pei-Pei,Jones, Roger A.. "One-flask syntheses of 6-thioguanosine and 27′-deoxy-6-thioguanosine". . p. 3919 - 3922. Retrieved 1991.
• 2、 Beaussire,Pochet. "Chemical and enzymatic synthesis of 2'-deoxy-iso-inosine and its incorporation into DNA". . p. 805 - 808. Retrieved 2007/10/02.