2-Acetamido-6-chloro-9-(2',3',5'-tri-o-acetyl-beta-d-ribofuranosyl)purine

Base Information

• Chemical Name: 2-Acetamido-6-chloro-9-(2',3',5'-tri-o-acetyl-beta-d-ribofuranosyl)purine
• CAS No.: 137896-02-7
• Molecular Formula: C18H20ClN5O8
• Molecular Weight: 469.83
• Hs Code.: 2938909090
• Mol file: 137896-02-7.mol

Synonyms:[(2R,3S,4S,5R)-5-(2-Acetamido-6-chloro-purin-9-yl)-3,4-diacetoxy-tetrahydrofuran-2-yl]methyl acetate;

Chemical Property of 2-Acetamido-6-chloro-9-(2',3',5'-tri-o-acetyl-beta-d-ribofuranosyl)purine

Chemical Property:

• Appearance/Colour: Light orange solid
• Melting Point: 71-73°C
• PKA: 9.31±0.43(Predicted)
• PSA: 160.83000
• Density: 1.636 g/cm³
• LogP: 0.83500
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Chloroform, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

2-Acetamido-6-chloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Acetamido-6-chloro-9-(2',3',5'-tri-o-acetyl-beta-d-ribofuranosyl)purine

There total 2 articles about 2-Acetamido-6-chloro-9-(2',3',5'-tri-o-acetyl-beta-d-ribofuranosyl)purine 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: 82.0%

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) + acetonitrile (75-05-8,26809-02-9) → 6-chloro-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5987-76-8) + 6-chloro-2-acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (137896-02-7)

Guidance literature:

With copper(l) iodide; diiodomethane; iodine; isopentyl nitrite; at 80 ℃; for 0.25h;

DOI:10.1021/jm00080a007

Reference yield: 69.0%

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (30747-23-0) → 6-chloro-2-acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (137896-02-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; In acetonitrile; for 0.5h; Heating;

DOI:10.1081/NCN-100105245

Reference yield: 61.0%

1-Phenylethanol (98-85-1,13323-81-4) + 6-chloro-2-acetamido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (137896-02-7) → 6-chloro-2-[N2-(1-phenylethyl)acetamido]-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Guidance literature:

With tributyl-amine; diamide; In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1081/NCN-100105245

upstream raw materials:

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

acetonitrile

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

Downstream raw materials:

Thiocarbonic acid O-[(2R,3R,3aR,9aR)-2-(2-acetylamino-6-dimethylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl] ester O-phenyl ester