2-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol

Base Information

• Chemical Name: 2-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol
• CAS No.: 186692-44-4
• Molecular Formula: C19H26N6O
• Molecular Weight: 354.455
• NSC Number: 683246
• UNII: AIR55KO85E
• DSSTox Substance ID: DTXSID90870173
• Nikkaji Number: J2.832.258E
• Wikidata: Q27273946
• ChEMBL ID: CHEMBL52387
• Mol file: 186692-44-4.mol

Synonyms:(2R)-2-((6-benzylamino-9-(propan-2-yl)-9h-purin-2-yl)amino)butan-1-ol;2-(1-ethyl-2-hydroxyethylamino)-6-benzylamino-9-isopropylpurine;CYC 202;CYC-202;CYC202;R roscovitine;R-roscovitine;roscovitine;Seliciclib

Chemical Property of 2-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol

Chemical Property:

• Vapor Pressure: 3.52E-14mmHg at 25°C
• Refractive Index: 1.643
• Boiling Point: 577.5 °C at 760 mmHg
• Flash Point: 303.1 °C
• PSA: 91.12000
• Density: 1.25 g/cm³
• LogP: 2.69700
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 354.21680947
• Heavy Atom Count: 26
• Complexity: 417

Purity/Quality:

97% ^*data from raw suppliers

SELICICLIB 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CO)NC1=NC(=C2C(=N1)N(C=N2)C(C)C)NCC3=CC=CC=C3

Technology Process of 2-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol

There total 4 articles about 2-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol 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: 69.0%

2-aminobutanol (96-20-8,13054-87-0) + 2-chloro-6-phenylmethylamino-9-iso-propylpurine (186692-41-1) → roscovitine (186692-44-4,186692-45-5)

Guidance literature:

at 155 - 160 ℃; for 3h;

DOI:10.1021/jm960666x

Reference yield:

N6-benzyl-2-chloroadenine (39639-47-9) → roscovitine (186692-44-4,186692-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / dimethylsulfoxide

2: 69 percent / 3 h / 155 - 160 °C

With potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/jm960666x

Reference yield:

2,6 dichloropurine (5451-40-1) → roscovitine (186692-44-4,186692-45-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / dimethyl sulfoxide

2: triethylamine / butan-1-ol

3: 150 °C

With potassium carbonate; triethylamine; In dimethyl sulfoxide; butan-1-ol;

DOI:10.1016/j.jinorgbio.2009.12.002

upstream raw materials:

2-aminobutanol

2-chloro-6-phenylmethylamino-9-iso-propylpurine

N⁶-benzyl-2-chloroadenine

2,6 dichloropurine

Downstream raw materials:

[Pd(oxalate)(2-(1-ethyl-2-hydroxyethylamino)-N₆-(benzyl)-9-isopropyladenine)2]