Thymidine, a-oxo-, 3',5'-diacetate

Base Information

• Chemical Name: Thymidine, a-oxo-, 3',5'-diacetate
• CAS No.: 86163-30-6
• Molecular Formula: C14H16N2O8
• Molecular Weight: 340.29
• Mol file: 86163-30-6.mol

Synonyms:3′,5′-di-O-acetyl-5-formyl-2′-deoxyuridine;5-formyl-3',5'-di-O-acetyl-2'-deoxyuridine;3',5'-di-O-acetyl-5-formyl-2'-deoxyuridine;5-formyl-2'-deoxyuridine;5-formyl-3',5'-di-O-acetyl-2'-desoxyuridine;5-formyl-5',3'-di-O-acetyl-2'-deoxyuridine;

Chemical Property of Thymidine, a-oxo-, 3',5'-diacetate

Chemical Property:

• Melting Point: 148-150 °C(Solv: ethyl acetate (141-78-6))
• PSA: 133.76000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: -0.86860

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine, a-oxo-, 3',5'-diacetate

There total 1 articles about Thymidine, a-oxo-, 3',5'-diacetate 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:

3',5'-diacetylthymidine (6979-97-1,97834-40-7,142405-86-5) + acetonitrile (75-05-8,26809-02-9) → 5-nitratomethylene-3',5'-di-O-acetyl-2'-desoxyuridine (1321811-69-1) + 3',5'-di-O-acetyl-5-(N-nitroso)acetamidomethyl-2'-desoxyuridine (1321811-70-4) + 3',5'-di-O-acetyl-2'-deoxy-5-formyluridine (86163-30-6) + 3',5'-di-O-acetyl-2'-deoxyuridine (13030-62-1) + 5-hydroxymethylene-3',5'-di-O-acetyl-2'-desoxyuridine (139675-41-5)

Guidance literature:

3',5'-diacetylthymidine; With ammonium cerium (IV) nitrate; In acetonitrile; for 2.5h; Inert atmosphere; UV-irradiation;

acetonitrile; With water; preparative HPLC; acetate buffer;

DOI:10.1071/CH11102

Reference yield: 93.0%

3',5'-di-O-acetyl-2'-deoxy-5-formyluridine (86163-30-6) → 5-formyl-2'-deoxyuridine (4494-26-2)

Guidance literature:

With triethylamine; In methanol; water; at 20 ℃; for 2h;

DOI:10.1007/s11171-005-0076-7

Reference yield: 90.0%

methyl phosphite (96-36-6,868-85-9) + p-toluidine (106-49-0,12221-03-3) + 3',5'-di-O-acetyl-2'-deoxy-5-formyluridine (86163-30-6) → C23H30N3O10P (1245614-34-9)

Guidance literature:

at 60 ℃; for 2h; Neat (no solvent);

DOI:10.1016/j.cclet.2010.04.037

upstream raw materials:

3',5'-diacetylthymidine

acetonitrile

Downstream raw materials:

5-formyl-2'-deoxyuridine

Refernces