5-chloro-saligenyl-N,N-diisopropylphosphoramidite

Base Information

• Chemical Name: 5-chloro-saligenyl-N,N-diisopropylphosphoramidite
• CAS No.: 1620086-77-2
• Molecular Formula: C₁₃H₁₉ClNO₂P
• Molecular Weight: 287.726
• Mol file: 1620086-77-2.mol

Synonyms:

Chemical Property of 5-chloro-saligenyl-N,N-diisopropylphosphoramidite

Chemical Property:

• Melting Point: 45 °C
• Boiling Point: 341.4±52.0 °C(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chlorosaligenyl-N,N-diisopropylphosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 5-Chlorosaligenyl-N,N-diisopropylphosphoramidite can be used in a method solid phase based synthesis of phosphatebridged nucleoside conjugates.

Technology Process of 5-chloro-saligenyl-N,N-diisopropylphosphoramidite

There total 3 articles about 5-chloro-saligenyl-N,N-diisopropylphosphoramidite 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: 87.0%

diisopropylamine (108-18-9) + 2,6-dichloro-4H-benzo[d][1,3,2]dioxaphosphinine (174746-63-5) → 5-chloro-saligenyl-N,N-diisopropylphosphoramidite (1620086-77-2)

Guidance literature:

In diethyl ether;

DOI:10.1002/chem.201502844

Reference yield:

4-chloro-2-hydroxymethylphenol (5330-38-1) → 5-chloro-saligenyl-N,N-diisopropylphosphoramidite (1620086-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus trichloride; triethylamine / diethyl ether / 2 h / -78 - 0 °C

2: diethyl ether / 2 h / -78 - 0 °C

With triethylamine; phosphorus trichloride; In diethyl ether;

DOI:10.1071/CH19529

Reference yield:

5-chloro-2-hydroxybenzoic acid (321-14-2) → 5-chloro-saligenyl-N,N-diisopropylphosphoramidite (1620086-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / -20 °C

2: phosphorus trichloride; triethylamine / -20 °C / Inert atmosphere

3: 2 h / 20 °C

With lithium aluminium tetrahydride; triethylamine; phosphorus trichloride;

DOI:10.1021/jacs.1c00014

upstream raw materials:

diisopropylamine

2,6-dichloro-4H-benzo[d][1,3,2]dioxaphosphinine

4-chloro-2-hydroxymethylphenol

5-chloro-2-hydroxybenzoic acid

Refernces

• 1、 Baladi, Tom,Nilsson, Jesper R.,Gallud, Audrey,Celauro, Emanuele,Gasse, Cécile,Levi-Acobas, Fabienne,Sarac, Ivo,Hollenstein, Marcel R.,Dahlén, Anders,Esbj?rner, Elin K.,Wilhelmsson, L. Marcus. "Stealth Fluorescence Labeling for Live Microscopy Imaging of mRNA Delivery". . p. 5413 - 5424. Retrieved 2021.