6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate

Base Information

• Chemical Name: 6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate
• CAS No.: 132089-80-6
• Molecular Formula: C22H21ClN4O7S
• Molecular Weight: 520.95
• Mol file: 132089-80-6.mol

Synonyms:6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate;

Chemical Property of 6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate

Chemical Property:

• PSA: 157.03000
• LogP: 2.95480
• Solubility.: DCM, Ethyl Acetate, Ether, THF

Purity/Quality:

6-S-(4-Chlorophenyl)-6-thio-inosine2’,3’,5’-Triacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-S-(4-Chlorophenyl)-6-thio-inosine 2’,3’,5’-Triacetate is an intermediate in the synthesis of Succinoadenosine (S688825), a biochemical marker of adenylosuccinase deficiency - the genetic defect of purine de novo synthesis.

Technology Process of 6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate

There total 3 articles about 6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate 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: 87.0%

2',3',5'-O-triacetyl-6-chloroinosine (5987-73-5) + p-Chlorothiophenol (106-54-7) → 6-(4-chlorophenylsulfanyl)-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (132089-80-6)

Guidance literature:

With triethylamine; In methanol; for 0.5h; Ambient temperature;

Reference yield:

2',3',5'-tri-O-acetylinosine (3181-38-2) → 6-(4-chlorophenylsulfanyl)-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (132089-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / phosphoryl trichloride, N,N-dimethylaniline / 0.12 h / 115 °C

2: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature

With N,N-dimethyl-aniline; triethylamine; trichlorophosphate; In methanol;

Reference yield:

Inosine (58-63-9) → 6-(4-chlorophenylsulfanyl)-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (132089-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 21.1 g / pyridine / 1 h / 40 °C

2: 100 percent / phosphoryl trichloride, N,N-dimethylaniline / 0.12 h / 115 °C

3: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature

With pyridine; N,N-dimethyl-aniline; triethylamine; trichlorophosphate; In methanol;

upstream raw materials:

2',3',5'-O-triacetyl-6-chloroinosine

p-Chlorothiophenol

Inosine

2',3',5'-tri-O-acetylinosine

Downstream raw materials:

6-(4-chlorophenylsulfanyl)-9H-purine

N-<9-(β-ribofuranosyl)-9H-purin-6-yl>aspartic acid

dibenzyl-N-<9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purin-6-yl>-L-aspartate

C₃₃H₃₅N₅O₈

Refernces