3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE

Base Information

• Chemical Name: 3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE
• CAS No.: 4449-39-2
• Molecular Formula: C26H26 N2 O7
• Molecular Weight: 478.502
• Mol file: 4449-39-2.mol

Synonyms:Thymidine,3',5'-di-p-toluate (7CI,8CI); Thymidine, di-p-toluate (6CI)

Chemical Property of 3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE

Chemical Property:

• Melting Point: 197 °C
• PKA: 9.55±0.10(Predicted)
• PSA: 116.69000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 2.83190

Purity/Quality:

97% ^*data from raw suppliers

3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE

There total 7 articles about 3',5'-DI-O-(4-METHYLBENZOYL)-THYMIDINE 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: 97.0%

4-methyl-benzoyl chloride (874-60-2) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 3',5'-di-O-toluoylthymidine (4449-39-2)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1002/jhet.5570320542

Reference yield:

→ 3',5'-di-O-toluoylthymidine (4449-39-2) + 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)thymine (4784-41-2)

Guidance literature:

With toluene;

Reference yield:

3',5'-di-O-p-toluoyl-2'-deoxythymidine (3056-13-1,4449-39-2,4784-41-2) → 3',5'-di-O-p-toluoyl-α-2'-deoxythymidine (3056-13-1,4449-39-2,4784-41-2)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; Yield given. Multistep reaction; 1) acetonitrile, reflux, 5 min; 2) acetonitrile, 70 deg C, 4 h;

DOI:10.1248/cpb.32.1441

upstream raw materials:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

2,4-bis(trimethylsiloxy)-5-methylpyrimidine

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

N,O-Bis(trimethylsilyl)acetamide

Downstream raw materials:

thymidine

3',5'-di-O-p-toluoyl-α-2'-deoxythymidine

α-deoxythymidine

1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)thymine

Refernces

• 1、 Lu, Chun Xiong,Wang, Zheng Wu,Jiang, Quan Fu,Tang, Jie,Tan, Cheng,Zhang, Jian Kang. "Synthesis and preliminary biological evaluation of a technetium-99m labeled thymidine analog". scheme or table. p. 1309 - 1312. Retrieved 2012/01/13.
• 2、 Cameron, Melissa A.,Cush, Sarah B.,Hammer, Robert P.. "Facile preparation of protected furanoid glycals from thymidine". . p. 9065 - 9069. Retrieved 2007/10/03.