O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate

Base Information

• Chemical Name: O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate
• CAS No.: 120065-31-8
• Molecular Formula: C₅₀H₅₂ClN₄O₁₃PS₂
• Molecular Weight: 1047.54
• Mol file: 120065-31-8.mol

Synonyms:O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate

Chemical Property of O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate

There total 13 articles about O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate 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%

Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-benzyl) ester; compound with triethyl-amine (129789-66-8) + 3'-O-acetylthymidine (21090-30-2) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate (120065-31-8)

Guidance literature:

With 1-methyl-1H-imidazole; triisopropylbenzenesulfonylchloride; In pyridine; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)88887-5

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate (120065-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrazole / acetonitrile / 8 h / Ambient temperature

2: 1.) pyridinium tetrafluoroborate, 2.) sulfur / 1.) acetonitrile, 10 min, 2.) pyridine

With pyridinium tetrafluoroborate; sulfur; 1H-tetrazole; In acetonitrile;

DOI:10.1016/S0040-4039(00)80801-1

Reference yield:

C50H52ClN4O13PS (133729-08-5) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate (120065-31-8)

Guidance literature:

With 2,6-dimethylpyridine; sulfur; In toluene; acetonitrile; for 0.166667h; Yield given; Ambient temperature;

upstream raw materials:

Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-benzyl) ester; compound with triethyl-amine

3'-O-acetylthymidine

Dithiophosphoric acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-(4-chloro-benzyl) ester O'-(4-oxo-4H-benzo[d][1,2,3]triazin-3-yl) ester

O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) N,N-diisopropylphosphorothioamidite

Downstream raw materials:

O-5'-O-(Di-p-methoxytrityl)thymidin-3'-yl, O-3'-O-(acetyl)thymidin-5'-yl-phosphorodithioate

C₄₈H₅₀ClN₄O₁₂PS₂

5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-phosphorodithioate