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

Base Information

• Chemical Name: 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine
• CAS No.: 92123-05-2
• Molecular Formula: C₂₂H₂₁ClN₄O₇S
• Molecular Weight: 520.95

Synonyms:6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

Chemical Property of 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

There total 3 articles about 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-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: 57.0%

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) + diphenyldisulfane (882-33-7) → 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (92123-05-2)

Guidance literature:

With isopentyl nitrite; In acetonitrile;

Reference yield:

G (118-00-3) → 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (92123-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; triethylamine / acetonitrile / 0.5 h / 20 °C

2.1: tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate / 1,2-dichloro-ethane; acetonitrile / Reflux

2.2: pH 7

3.1: acetonitrile / 0.5 h / 20 °C / Inert atmosphere

3.2: 6 h / 60 °C / Inert atmosphere

With dmap; tetraethylammonium chloride; N,N-dimethyl-aniline; triethylamine; trichlorophosphate; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1016/j.ejmech.2012.03.047

Reference yield:

2',3',5'-tri-O-acetyl-guanosine (6979-94-8) → 6-chloro-2-phenylthio-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (92123-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate / 1,2-dichloro-ethane; acetonitrile / Reflux

1.2: pH 7

2.1: acetonitrile / 0.5 h / 20 °C / Inert atmosphere

2.2: 6 h / 60 °C / Inert atmosphere

With tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1016/j.ejmech.2012.03.047

upstream raw materials:

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

diphenyldisulfane

G

2',3',5'-tri-O-acetyl-guanosine

Downstream raw materials:

N₆-phenethyl-2-phenylthioadenosine

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-benzenesulfonyl-6-methoxy-purin-9-yl)-tetrahydro-furan-3-yl ester

N⁶-cyclopentyl-2-(phenylsulfonyl)adenosine 2',3',5'-triacetate

2-(phenylsulfonyl)-N⁶-(1-naphthylmethyl)adenosine

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