5-(1-Propynyl)-2'-deoxycytidine

Base Information

• Chemical Name: 5-(1-Propynyl)-2'-deoxycytidine
• CAS No.: 117693-24-0
• Molecular Formula: C12H15 N3 O4
• Molecular Weight: 265.269
• UNII: 44Y7XE3C69
• Nikkaji Number: J1.546.633B
• Wikidata: Q27258778
• Mol file: 117693-24-0.mol

Synonyms:2'-deoxy-5-propynylcytidine

Chemical Property of 5-(1-Propynyl)-2'-deoxycytidine

Chemical Property:

• Melting Point: 191.73 (Mean or Weighted MP)
• Boiling Point: 509.3 ºCat 760 mmHg
• Flash Point: 261.8 ºC
• PSA: 110.60000
• Density: 1.48 g/cm³
• LogP: -0.58120
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 265.10625597
• Heavy Atom Count: 19
• Complexity: 514

Purity/Quality:

97% ^*data from raw suppliers

2'-Deoxy-5-propynylcytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC#CC1=CN(C(=O)N=C1N)C2CC(C(O2)CO)O
• Isomeric SMILES: CC#CC1=CN(C(=O)N=C1N)[C@H]2C[C@@H]([C@H](O2)CO)O

Technology Process of 5-(1-Propynyl)-2'-deoxycytidine

There total 3 articles about 5-(1-Propynyl)-2'-deoxycytidine 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: 88.0%

5-Iodo-2'-deoxycytidine (611-53-0) + prop-1-yne (74-99-7) → 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-(prop-1-ynyl)pyrimidin-2H-2-one (117693-24-0)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-(prop-1-ynyl)pyrimidin-2H-2-one (117693-24-0)

Guidance literature:

DOI:10.1080/07328319708006259

Reference yield:

→ 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-(prop-1-ynyl)pyrimidin-2H-2-one (117693-24-0)

Guidance literature:

upstream raw materials:

5-Iodo-2'-deoxycytidine

prop-1-yne

5-Iodo-2'-deoxyuridine

Downstream raw materials:

4-[(dibutylaminomethylidene)amino]-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(prop-1-ynyl)pyrimidin-2H-2-one

4-acetylamino-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(prop-1-ynyl)pyrimidin-2H-2-one

4-benzoylamino-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(prop-1-ynyl)pyrimidin-2H-2-one

4-amino-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-(prop-1-ynyl)pyrimidin-2H-2-one