S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite

Base Information

• Chemical Name: S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite
• CAS No.: 120047-01-0
• Molecular Formula: C₁₉H₃₄ClN₂PS
• Molecular Weight: 388.985
• Mol file: 120047-01-0.mol

Synonyms:S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite

Chemical Property of S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite

There total 1 articles about S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite 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:

bis(diisopropylamino)chlorophosphine (56183-63-2) + (4-chlorophenyl)methanethiol (6258-66-8) → S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite (120047-01-0)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) ether, RT, 4 h, 2.) RT, 2 h;

Reference yield: 55.0%

S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite (120047-01-0) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → O-<5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl> S-(4-chlorobenzyl) N,N-diisopropylphosphorothioamidite (120047-04-3)

Guidance literature:

With 1H-tetrazole; In dichloromethane; acetonitrile; Ambient temperature;

Reference yield:

S-(4-chlorobenzyl) N,N,N',N'-tetraisopropylphosphorothiodiamidite (120047-01-0) → C52H55ClN7O12PS2 (120047-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / acetonitrile / 8 h / Ambient temperature

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

3: imidazole / acetonitrile; H₂O / 5 h

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

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

upstream raw materials:

bis(diisopropylamino)chlorophosphine

(4-chlorophenyl)methanethiol

Downstream raw materials:

5'-O-dimethoxytrityl-N₂-isobutyryldeoxyguanosine 3'-O-(S-4-chlorobenzyl)diisopropylaminophosphorothioamidite

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

5'-O-dimethoxytrityl-N₄-benzoyldeoxycytidine 3'-O-(S-4-chlorobenzyl)diisopropylaminophosphorothioamidite

5'-O-dimethoxytrityl-N₆-benzoyldeoxyadenosine 3'-O-(S-4-chlorobenzyl)diisopropylaminophosphorothioamidite