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

Base Information

• Chemical Name: 5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-phosphorodithioate
• CAS No.: 120047-13-4
• Molecular Formula: C₅₇H₆₇ClN₆O₁₃P₂S₂
• Molecular Weight: 1205.72
• Mol file: 120047-13-4.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-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:

O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) O-(3'-O-acetylthymidin-5'-yl) phosphorodithioate (120065-31-8) → 5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-phosphorodithioate (120047-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: t-butylamine / methanol

2: tetrazole / acetonitrile / 2 h / Ambient temperature

With tert-butylamine; 1H-tetrazole; In methanol; acetonitrile;

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

Reference yield:

3'-O-acetylthymidine (21090-30-2) → 5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-phosphorodithioate (120047-13-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: t-butylamine / methanol

3: tetrazole / acetonitrile / 2 h / Ambient temperature

With pyridinium tetrafluoroborate; sulfur; tert-butylamine; 1H-tetrazole; In methanol; acetonitrile;

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

Reference yield:

S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite (120047-01-0) → 5'-O-dimethoxytritylthymidylyl S-(4-chlorobenzyl)-3'-O-(5'-O-thymidylyl-3'-O)-phosphorodithioate (120047-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrazole / acetonitrile / 8 h / Ambient temperature

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

3: t-butylamine / methanol

4: tetrazole / acetonitrile / 2 h / Ambient temperature

With pyridinium tetrafluoroborate; sulfur; tert-butylamine; 1H-tetrazole; In methanol; acetonitrile;

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

upstream raw materials:

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

C₄₈H₅₀ClN₄O₁₂PS₂

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

3'-O-acetylthymidine