3'-Guanylicacid,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-,2-chlorophenyl 2-cyanoethyl ester (9CI)

Base Information

• Chemical Name: 3'-Guanylicacid,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-,2-chlorophenyl 2-cyanoethyl ester (9CI)
• CAS No.: 80817-36-3
• Molecular Formula: C44H44 Cl N6 O10 P
• Molecular Weight: 883.294
• Mol file: 80817-36-3.mol

Synonyms:

Chemical Property of 3'-Guanylicacid,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-,2-chlorophenyl 2-cyanoethyl ester (9CI)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-Guanylicacid,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-,2-chlorophenyl 2-cyanoethyl ester (9CI)

There total 11 articles about 3'-Guanylicacid,5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-,2-chlorophenyl 2-cyanoethyl ester (9CI) 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: 84.0%

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) + cyclohexylammonium 2-chlorophenyl 2-cyanoethyl phosphate (96404-99-8) → N-2-isobutyryl-5'-O-(dimethoxytrityl)-2'-deoxyguanosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-36-3)

Guidance literature:

With 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; In pyridine; for 0.5h;

DOI:10.1055/s-1984-30834

Reference yield:

2-chlorophenyl dichlorophosphate (15074-54-1) → N-2-isobutyryl-5'-O-(dimethoxytrityl)-2'-deoxyguanosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 1.5 h

2: 2.) N-methylimidazole / 1.) THF, pyridine, 20 deg C, 20 min; 2.) THF, pyridine, 20 deg C, 2 h

With pyridine; 1-methyl-1H-imidazole; In tetrahydrofuran;

DOI:10.1002/hlca.19840670521

Reference yield:

2'-Deoxyguanosine (961-07-9) → N-2-isobutyryl-5'-O-(dimethoxytrityl)-2'-deoxyguanosine 3'-(o-chlorophenyl β-cyanoethyl phosphate) (80817-36-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1002/hlca.19870700321

upstream raw materials:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

cyclohexylammonium 2-chlorophenyl 2-cyanoethyl phosphate

2'-Deoxyguanosine

bis(benzotriazol-1-yl)(2-chlorophenyl)phosphate

Downstream raw materials:

C₅₇H₅₇Cl₂N₇O₁₇P₂*C₆H₁₅N

C₆₄H₆₅Cl₂N₁₁O₁₇P₂

C₆₇H₆₃Cl₂N₁₁O₁₆P₂

C₆₀H₆₀Cl₂N₈O₁₇P₂

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.