Sangivamycin

Base Information

• Chemical Name: Sangivamycin
• CAS No.: 18417-89-5
• Molecular Formula: C12H15N5O5
• Molecular Weight: 309.32
• European Community (EC) Number: 634-052-6
• UNII: L8YQ8Z3T9T
• DSSTox Substance ID: DTXSID601028118
• Nikkaji Number: J49.678B
• Wikipedia: Sangivamycin
• Wikidata: Q27158840
• Metabolomics Workbench ID: 113952
• ChEMBL ID: CHEMBL101892
• Mol file: 18417-89-5.mol

Synonyms:4-amino-5-carboxamido-7-(D-ribofuranosyl)-pyrrolo-(2,3-d)pyrimidine;NSC 65346;sangivamycin;sangivamycin monohydrochloride

Chemical Property of Sangivamycin

Chemical Property:

• Vapor Pressure: 3.3E-33mmHg at 25°C
• Melting Point: 260°C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 880.6°C at 760 mmHg
• Flash Point: 486.4°C
• PSA: 178.97000
• Density: 1.3120 (rough estimate)
• LogP: -1.05890
• Storage Temp.: 2-8°C
• Solubility.: 0.5 M HCl: complete5 mg/ml
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 309.10731860
• Heavy Atom Count: 22
• Complexity: 440

Purity/Quality:

97% ^*data from raw suppliers

Sangivamycin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=C(N=CN=C2N1C3C(C(C(O3)CO)O)O)N)C(=O)N
• Isomeric SMILES: C1=C(C2=C(N=CN=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N)C(=O)N

Technology Process of Sangivamycin

There total 22 articles about Sangivamycin 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%

Vengicide (606-58-6) → sangivamycin (18417-89-5)

Guidance literature:

With ammonium hydroxide; dihydrogen peroxide; for 1h; Ambient temperature;

Reference yield: 73.0%

6-Chlorosangivamycin (73210-49-8) → sangivamycin (18417-89-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In sodium hydroxide; ethanol; for 4.5h; under 2068.6 Torr;

DOI:10.1021/jo01300a063

Reference yield: 59.0%

5-(Methoxycarbonyl)tubercidin (18440-68-1) → sangivamycin (18417-89-5)

Guidance literature:

With ammonium hydroxide; ammonium chloride; for 7h; Ambient temperature;

DOI:10.1021/jo00320a038

upstream raw materials:

5-(Methoxycarbonyl)tubercidin

6-Chlorosangivamycin

Vengicide

4-amino-7-((6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

Downstream raw materials:

6-Bromosangivamycin

5'-deoxysangivamycin

4-Amino-5-carboxamido-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)pyrrolo<2,3-d>pyrimidine

4-Amino-5-carboxamido-7-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)pyrrolo<2,3-d>pyrimidine

Refernces

• 1、 Chung,Earl,Townsend. "Reductive debromination of some purine and purine-like nucleosides". . p. 4056 - 4057. Retrieved 1980.
• 2、 -. "Nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase". . . Retrieved 2008/06/13.
• 3、 Murai, Yasushi,Shiroto, Hironori,Ishizaki, Tatsuya,Iimori, Takamasa,Kodama, Yoshio,et al.. "A SYNTHESIS AND AN X-RAY ANALYSIS OF 2'-C-, 3'-C- AND 5'-C-METHYLSANGIVAMYCINS". . p. 391 - 404. Retrieved 2007/10/02.