3',5'-Di-o-toluoyl-2-deoxy-5-azacytosine

Base Information

• Chemical Name: 3',5'-Di-o-toluoyl-2-deoxy-5-azacytosine
• CAS No.: 10302-79-1
• Molecular Formula: C24H24 N4 O6
• Molecular Weight: 464.47100
• European Community (EC) Number: 695-863-9
• Wikidata: Q76422975
• Mol file: 10302-79-1.mol

Synonyms:10302-79-1;3',5'-di-o-toluoyl-2-deoxy-5-azacytosine;SCHEMBL3111526;1-(2'-Deoxy-3',5'-di-O-toluoyl-?-D-ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3,5-triazine;AKOS025401719;AC-24859;W-200684;1-(2'-Deoxy-3',5'-di-O-toluoyl-b-D-ribofuranosyl)-4-amino-1,2-dihydro-2-oxo-1,3,5-triazine

Chemical Property of 3',5'-Di-o-toluoyl-2-deoxy-5-azacytosine

Chemical Property:

• Melting Point: 197-200°C
• PSA: 136.62000
• Density: 1.40
• LogP: 2.54980
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 464.16958450
• Heavy Atom Count: 34
• Complexity: 829

Purity/Quality:

99% ^*data from raw suppliers

1-(2’-Deoxy-3’,5’-di-O-toluoyl-β-D-ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3,5-triazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OCC2C(CC(O2)N3C=NC(=NC3=O)N)OC(=O)C4=CC=C(C=C4)C
• Isomeric SMILES: CC1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H](C[C@@H](O2)N3C=NC(=NC3=O)N)OC(=O)C4=CC=C(C=C4)C
• Uses: 1-(2’-Deoxy-3’,5’-di-O-toluoyl-β-D-ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3,5-triazine (cas# 10302-79-1) is a compound useful in organic synthesis.

Technology Process of 3',5'-Di-o-toluoyl-2-deoxy-5-azacytosine

There total 3 articles about 3',5'-Di-o-toluoyl-2-deoxy-5-azacytosine 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: 45.0%

4-methyl-benzoyl chloride (874-60-2) + 5-aza-2'-deoxycytidine (2353-33-5,22432-95-7) → 2'-deoxy-3',5'-di-O-p-toluoyl-5-azacytidine (10302-79-1,40789-35-3) + 2'-deoxy-5'-O-p-toluoyl-5-azacytidine (183016-22-0)

Guidance literature:

With dmap; In dimethyl sulfoxide; further solvent hexamethylphosphoramide;

Reference yield:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) + 2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine (52523-35-0) → 2'-deoxy-3',5'-di-O-p-toluoyl-5-azacytidine (10302-79-1,40789-35-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 115h; Inert atmosphere;

Reference yield:

→ 2'-deoxy-3',5'-di-O-p-toluoyl-5-azacytidine (10302-79-1,40789-35-3)

Guidance literature:

Chlorid 14,Triazin 1a,SnCl4;

DOI:10.1021/jo00939a011

upstream raw materials:

4-methyl-benzoyl chloride

5-aza-2'-deoxycytidine

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine