FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP)

Base Information

• Chemical Name: FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP)
• CAS No.: 75251-83-1
• Molecular Formula: C56H55 Cl2 N5 O17 P2
• Molecular Weight: 1202.92
• Mol file: 75251-83-1.mol

Synonyms:FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP)

Chemical Property of FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP)

Chemical Property:

• PSA: 288.80000
• LogP: 9.70278
• Storage Temp.: −20°C

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP)

There total 12 articles about FULLY PROTECTED DEOXYNUCLEOTIDE DIMERD(T PTP) 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: 91.0%

5'-O-(dimethoxytrityl)thymidine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-37-4) + 2'-deoxythymidine-3'-O-(2-chlorophenyl-2-cyanoethyl)phosphate (80817-40-9) → 5'-O-dimethoxytritylthymidylyl-(3',5')-(o-chlorophenyl)-thymidylyl-3'-β-cyanoethyl(o-chlorophenyl)phosphate (75251-83-1)

Guidance literature:

With 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In methanol; for 0.333333h;

DOI:10.1002/hlca.19870700321

Reference yield: 77.0%

2-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl phosphate (81196-20-5) + 2'-deoxythymidine-3'-O-(2-chlorophenyl-2-cyanoethyl)phosphate (80817-40-9) → 5'-O-dimethoxytritylthymidylyl-(3',5')-(o-chlorophenyl)-thymidylyl-3'-β-cyanoethyl(o-chlorophenyl)phosphate (75251-83-1)

Guidance literature:

With mesitylenesulfonyl 3-nitrotriazolide; In pyridine; for 1.5h; Ambient temperature;

Reference yield:

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) (72351-28-1) → 5'-O-dimethoxytritylthymidylyl-(3',5')-(o-chlorophenyl)-thymidylyl-3'-β-cyanoethyl(o-chlorophenyl)phosphate (75251-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: dioxane / 2 h / 20 °C

2: 1-methylimidazole / dioxane / 3 h / 20 °C

3: triethylamine / pyridine / 3 h / 20 °C

4: 62 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole / pyridine / 2.5 h / 20 °C

With 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; triethylamine; 1-methyl-1H-imidazole; In 1,4-dioxane; pyridine;

DOI:10.1002/hlca.19820650803

upstream raw materials:

2-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl phosphate

2'-deoxythymidine-3'-O-(2-chlorophenyl-2-cyanoethyl)phosphate

5'-O-(4,4'-dimethoxytrityl)thymidine-3'-O-(2-chlorophenyl)phosphate triethylammonium salt

5'-O-(dimethoxytrityl)thymidine 3'-(o-chlorophenyl β-cyanoethyl phosphate)

Downstream raw materials:

5'-O-dimethoxytritylthymidylyl-(3',5')-(o-chlorophenyl)-thymidylyl-3'-(o-chlorophenyl)phosphate

Refernces

• 1、 Ikehara,Fujimoto,Aoyama,Yanase,Matsugi,Inaoka,Tokunaga,Uesugi,Iwai,Ohtsuka. "Synthesis of a gene coding for human lysozyme.". . p. 2202 - 2208. Retrieved 2007/10/02.
• 2、 Chollet, Andre,Ayala, Edgar,Kawashima, Eric H.. "Improved Synthesis of Oligodeoxyribonucleotides by Solid-Phase Phosphotriester Method Utilizing O6--2'-deoxyguanosine Derivatives". . p. 1356 - 1364. Retrieved 2007/10/02.