[3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate

Base Information

• Chemical Name: [3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate
• CAS No.: 6741-90-8
• Molecular Formula: C31H24N4O7S
• Molecular Weight: 596.62
• NSC Number: 28416
• DSSTox Substance ID: DTXSID20392434
• Mol file: 6741-90-8.mol

Synonyms:6741-90-8;[3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate;NSC28416;DTXSID20392434;NSC-28416;STK674110;AKOS037626146;Inosine, 6-thio-, 2',3',5'-tribenzoate;SR-01000518975;SR-01000518975-1;9-[2,3,5-tris-O-(phenylcarbonyl)pentofuranosyl]-9H-purine-6-thiol;9-(2,3,5-Tri-O-benzoylpentofuranosyl)-3,9-dihydro-6H-purine-6-thione;9H-Purine-6-thiol, 9-.beta.-D-ribofuranosyl-, 2',3',5'-tribenzoate

Chemical Property of [3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate

Chemical Property:

• Vapor Pressure: 2.62E-26mmHg at 25°C
• Boiling Point: 810.2°C at 760 mmHg
• Flash Point: 443.8°C
• Density: 1.45g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 596.13657029
• Heavy Atom Count: 43
• Complexity: 1060

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=NC4=C3NC=NC4=S)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6

Technology Process of [3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate

There total 6 articles about [3,4-dibenzoyloxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl benzoate 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: 90.4%

2',3',5'-tri-O-benzoylinosine (6741-88-4) → 2',3',5'-tri-O-benzoyl-6-thioinosine (6741-90-8)

Guidance literature:

With Lawessons reagent; In pyridine; for 6h; Heating;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2094::AID-HLCA2094>3.0.CO;2-H

Reference yield:

O2',O3',O5'-tribenzoyl-inosine (6741-88-4) → 2',3',5'-tri-O-benzoyl-6-thioinosine (6741-90-8)

Guidance literature:

With pyridine; tetraphosphorus decasulfide; water;

DOI:10.1021/ja01540a041

Reference yield:

benzoyl chloride (98-88-4) → 2',3',5'-tri-O-benzoyl-6-thioinosine (6741-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine; H₂O; P₂S₅

With pyridine; tetraphosphorus decasulfide; water;

DOI:10.1021/ja01540a041

upstream raw materials:

O^2'_,O3'_,O5'-tribenzoyl-inosine

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

benzoyl chloride

Inosine

Downstream raw materials:

6-thioinosine

O^5'-benzoyl-6-thio-inosine

6-ethoxycarbonylmethyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-purine

6-bis(ethoxycarbonyl)methyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-purine

Refernces

• 1、 Watanabe,Matsuhashi,Fukatsu,Koyama,Maeda,Umezawa. "The studies on the chemical derivations of formycin and formycin B.". . p. 93 - 96. Retrieved 2007/10/08.