3'-isocyano-3'-deoxythymidine

Base Information

• Chemical Name: 3'-isocyano-3'-deoxythymidine
• CAS No.: 123533-12-0
• Molecular Formula: C11H13 N3 O4
• Molecular Weight: 251.242
• Mol file: 123533-12-0.mol

Synonyms:3'-isocyano-3'-deoxythymidine

Chemical Property of 3'-isocyano-3'-deoxythymidine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 84.58000
• Density: g/cm³
• LogP: -0.94430

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-isocyano-3'-deoxythymidine

There total 22 articles about 3'-isocyano-3'-deoxythymidine 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: 95.0%

5'-O-Acetyl-3'-carbylamino-3'-deoxythymidine (132149-42-9) → 3'-Carbylamino-3'-deoxythymidine (123533-12-0)

Guidance literature:

With methanol; ammonia; for 2h; Ambient temperature;

DOI:10.1002/ardp.19903231207

Reference yield: 91.0%

5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-isocyanothymidine (124288-70-6) → 3'-Carbylamino-3'-deoxythymidine (123533-12-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1021/jm00164a059

Reference yield: 90.0%

5'-O-thexyldimethylsilyl-3'-isocyano-3'-deoxythymidine (142543-84-8) → 3'-Carbylamino-3'-deoxythymidine (123533-12-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/0223-5234(92)90102-7

upstream raw materials:

5'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-isocyanothymidine

5'-O-Acetyl-3'-carbylamino-3'-deoxythymidine

5'-O-thexyldimethylsilyl-3'-formamido-3'-deoxythymidine

5'-O-thexyldimethylsilyl-3'-isocyano-3'-deoxythymidine

Downstream raw materials:

cis-chloro(3'-isocyan-3'-desoxythymidine)bis(triphenylphosphane)platinum(II)-tetrafluoroborate

Refernces

• 1、 Hiebl, Johann,Zbiral, Erich,Balzarini, Jan,Clercq, Erik De. "Synthesis, Antiretrovirus Effects, and Phosphorylation Kinetics of 3'-Isocyano-3'-deoxythymidine and 3'-Isocyano-2',3'-dideoxyuridine". . p. 845 - 848. Retrieved 2007/10/02.
• 2、 Maillard, Michel,Faraj, Abdesslem,Frappier, Francois,Florent, Jean-Claude,Grierson, David S.,Monneret, Claude. "SYNTHESIS OF 3'SUBSTITUTED-2',3'-DIDEOXYNUCLEOSIDE ANALOGS AS POTENTIAL ANTI-AIDS DRUGS". . p. 1955 - 1958. Retrieved 2007/10/02.