4-THIO-DU CEP

Base Information

• Chemical Name: 4-THIO-DU CEP
• CAS No.: 144303-74-2
• Molecular Formula: C42H50 N5 O7 P S
• Molecular Weight: 799.928
• Mol file: 144303-74-2.mol

Synonyms:4-THIO-DU CEP

Chemical Property of 4-THIO-DU CEP

Chemical Property:

• PSA: 179.98000
• LogP: 8.22366

Purity/Quality:

97% ^*data from raw suppliers

4-(2-Cyanoethylthio)-2'-deoxy-5'-DMT-uridine 3'-CE phosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-THIO-DU CEP

There total 3 articles about 4-THIO-DU CEP 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: 98.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + 5'-O-((bis-(4-methoxyphenyl)phenyl)methyl)-S-(2-cyanoethyl)-4-thio-2'-deoxyuridine (144303-73-1) → 5'-O-((bis-(4-methoxyphenyl)phenyl)methyl)-S-(2-cyanoethyl)-4-thio-2'-deoxyuridine 3'-(O-(2-cyanoethyl)-N,N-diisopropyl)phosphoramidite (144303-74-2)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 25 ℃;

DOI:10.1021/ja00049a089

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-((bis-(4-methoxyphenyl)phenyl)methyl)-S-(2-cyanoethyl)-4-thio-2'-deoxyuridine 3'-(O-(2-cyanoethyl)-N,N-diisopropyl)phosphoramidite (144303-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 25 °C

2: 98 percent / tetrazole / acetonitrile / 25 °C

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1021/ja00049a089

Reference yield:

S-(2-cyanoethyl)-2'-deoxy-4-thiouridine (136055-15-7) → 5'-O-((bis-(4-methoxyphenyl)phenyl)methyl)-S-(2-cyanoethyl)-4-thio-2'-deoxyuridine 3'-(O-(2-cyanoethyl)-N,N-diisopropyl)phosphoramidite (144303-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 25 °C

2: 98 percent / tetrazole / acetonitrile / 25 °C

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1021/ja00049a089

upstream raw materials:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

5'-O-((bis-(4-methoxyphenyl)phenyl)methyl)-S-(2-cyanoethyl)-4-thio-2'-deoxyuridine

4,4'-dimethoxytrityl chloride

S-(2-cyanoethyl)-2'-deoxy-4-thiouridine

Refernces

• 1、 Coleman, Robert S.,Siedlecki, James M.. "Synthesis of a 4-Thio-2'-deoxyuridine-Containing Oligonucleotide. Development of the Thiocarbonyl Group as a Linker Element". . p. 9229 - 9230. Retrieved 2007/10/02.