(S)-9-(2,3-Dihydroxypropyl)adenine

Base Information

• Chemical Name: (S)-9-(2,3-Dihydroxypropyl)adenine
• CAS No.: 54262-83-8
• Molecular Formula: C8H11N5O2
• Molecular Weight: 209.24
• DSSTox Substance ID: DTXSID80969282
• Nikkaji Number: J90.866E
• Wikidata: Q76005873
• Pharos Ligand ID: 6X9ZPJU9DGMY
• ChEMBL ID: CHEMBL494759
• Mol file: 54262-83-8.mol

Synonyms:(S)-9-(2,3-dihydroxypropyl)adenine;(S)-DHPA;2,3-dihydroxypropyladenine;9-(2,3-dihydroxypropyl)adenine;9-(2,3-dihydroxypropyl)adenine monohydrochloride;9-(2,3-dihydroxypropyl)adenine, (+-)-isomer;9-(2,3-dihydroxypropyl)adenine, (R)-isomer;9-(2,3-dihydroxypropyl)adenine, (S)-isomer;9-(S)-(2,3-dihydroxypropyl)adenine;DHPA

Chemical Property of (S)-9-(2,3-Dihydroxypropyl)adenine

Chemical Property:

• Vapor Pressure: 3.43E-14mmHg at 25°C
• Melting Point: 213-214 °C
• Refractive Index: 1.788
• Boiling Point: 577.8°Cat760mmHg
• PKA: 13.61±0.20(Predicted)
• Flash Point: 303.2°C
• PSA: 110.08000
• Density: 1.73g/cm³
• LogP: -0.65710
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 209.09127461
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

(2S)-3-(6-amino-9H-purin-9-yl)-1,2-Propanediol 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)CC(CO)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)C[C@@H](CO)O)N

Technology Process of (S)-9-(2,3-Dihydroxypropyl)adenine

There total 25 articles about (S)-9-(2,3-Dihydroxypropyl)adenine 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: 100.0%

(S)-9-(1,2-isopropylidenedioxyprop-3-yl)-adenine (54262-84-9) → (S)-9-(2,3-dihydroxypropyl)adenine (54262-83-8)

Guidance literature:

With acetic acid; for 1h; Heating;

DOI:10.1039/b414739a

Reference yield: 88.9%

Methyl (RS)-3-(Adenin-9-yl)-2-hydroxypropanoate (94535-30-5) → 9-(2,3-dihydroxypropyl)adenine (716-17-6,54262-83-8,55559-72-3,55904-02-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; 1) 0 deg C, 2 h, 2) r.t., overnight;

Reference yield: 86.0%

(S)-3-(6-Amino-purin-9-yl)-2-hydroxy-propionaldehyde (142761-96-4) → (S)-9-(2,3-dihydroxypropyl)adenine (54262-83-8)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/jo00044a005

upstream raw materials:

9-(RS)-(2,3-dihydroxypropyl)-8-bromoadenine

Methyl (RS)-3-(Adenin-9-yl)-2-hydroxypropanoate

N⁶-formyl-9-(2,3-dihydroxypropyl)adenine

1-bromo-2,3-propanediol

Downstream raw materials:

1-[6-(Trityl-amino)-purin-9-yl]-3-trityloxy-propan-2-ol

9-((RS)-3-p-toluenesulfonyloxy-2-(tetrahydropyran-2-yloxy)propyl)adenine

9-(S)-(2,3-Dihydroxypropyl)-N⁶-benzoyladenine

diethyl ((S)-1-(6-(tritylamino)-9H-purin-9-yl)-3-(trityloxy)propan-2-yloxy)methylphosphonate