N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite

Base Information

• Chemical Name: N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite
• CAS No.: 143057-36-7
• Molecular Formula: C₂₀H₂₆N₃O₆P
• Molecular Weight: 435.417
• Mol file: 143057-36-7.mol

Synonyms:N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite

Chemical Property of N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite

There total 1 articles about N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite 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: 79.9%

4-nitrobenzyl chloride (619-73-8) + N,N-diisopropylphosphoramide dichloride (921-26-6) → N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite (143057-36-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1246/bcsj.68.2699

Reference yield: 58.0%

N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite (143057-36-7) + butan-1-ol (71-36-3) → bis(p-nitrobenzyl) butyl phosphite

Guidance literature:

With 2H-tetrazole; In acetonitrile; at 0 - 20 ℃;

DOI:10.1039/c6ob00843g

Reference yield:

N,N-diisopropyl-di(4-nitrobenzyl)phosphoramidite (143057-36-7) → (2S,3R)-2-Amino-3-[bis-(4-nitro-benzyloxy)-phosphoryloxy]-butyric acid

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1H-tetrazole, 2.) triethylamine, 30percent aq. H₂O₂ / 1.) THF, 1 h, 2.) AcOEt, 0 deg C, 1.5 h

2: TFA / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-tetrazole; dihydrogen peroxide; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1246/bcsj.68.2699

upstream raw materials:

4-nitrobenzyl chloride

N,N-diisopropylphosphoramide dichloride

Downstream raw materials:

Boc-Ser(PO2)-OMBzl

Boc-Thr(PO2)-OMBzl

Boc-Tyr(PO2)-OMBzl

Refernces

• 1、 Wakamiya,Saruta,Yasuoka,Kusumoto. "Preparation of phosphoamino acid derivatives with acid stable O-phosphono-protection for the Boc-mode solid-phase synthesis of phosphopeptides". . p. 2699 - 2703. Retrieved 2007/10/03.