4-Amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbothioamide

Base Information

• Chemical Name: 4-Amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbothioamide
• CAS No.: 22242-90-6
• Molecular Formula: C₁₂H₁₅N₅O₄S
• Molecular Weight: 325.348
• NSC Number: 105827
• DSSTox Substance ID: DTXSID90944888
• Wikidata: Q82922117
• ChEMBL ID: CHEMBL334955
• Mol file: 22242-90-6.mol

Synonyms:NSC 105827;thiosangivamycin

Chemical Property of 4-Amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbothioamide

Chemical Property:

• Vapor Pressure: 2.11E-23mmHg at 25°C
• Boiling Point: 746.4°Cat760mmHg
• Flash Point: 405.2°C
• PSA: 184.76000
• Density: 2.01g/cm³
• LogP: -0.45930
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 325.08447515
• Heavy Atom Count: 22
• Complexity: 444

Purity/Quality:

97% ^*data from raw suppliers

THIOSANGIVAMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=C(N=CN=C2N1C3C(C(C(O3)CO)O)O)N)C(=S)N

Technology Process of 4-Amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbothioamide

There total 2 articles about 4-Amino-7-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbothioamide 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: 96.0%

Vengicide (606-58-6) → thiosangivamycin (22242-90-6)

Guidance literature:

With Dowex 1X₈ SH^(1-); hydrogen sulfide; In ethanol; at 20 ℃; for 2h;

DOI:10.1055/s-2002-33649

Reference yield:

→ thiosangivamycin (22242-90-6)

Guidance literature:

5, Triethylamin;

DOI:10.1021/jo00826a049

Reference yield:

thiosangivamycin (22242-90-6) + α-bromoacetophenone (70-11-1) → 1-[4-amino-5-(4-phenyl-thiazol-2-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-β-D-1-deoxy-ribofuranose (55470-45-6)

Guidance literature:

In water; acetic acid;

upstream raw materials:

Vengicide

Downstream raw materials:

1-[4-amino-5-(4-phenyl-thiazol-2-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-β-D-1-deoxy-ribofuranose

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