(1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide

Base Information

• Chemical Name: (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide
• CAS No.: 691411-31-1
• Molecular Formula: C₃₂H₃₅N₂O₂P
• Molecular Weight: 510.616
• Mol file: 691411-31-1.mol

Synonyms:(1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide

Chemical Property of (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide

There total 5 articles about (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide 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: 62.0%

1-naphthyl dichlorophosphate (31651-76-0) + (+)-cis-N,N'-dibenzyl-1,2,2-trimethylcyclopentane-1,3-diamine (752232-62-5) → (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide (691411-31-1) + (1R,3R,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2004.08.082

Reference yield:

α-naphthol (90-15-3) → (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide (691411-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / phosphorus trichloride; sodium chloride

2: 62 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

With triethylamine; sodium chloride; phosphorus trichloride; In dichloromethane;

DOI:10.1016/j.tet.2004.08.082

Reference yield:

D-(+)-camphoric acid (124-83-4) → (1R,3S,5S)-2,4-Dibenzyl-1,8,8-trimethyl-3-(naphthalen-1-yloxy)-2,4-diaza-3-phospha-bicyclo[3.2.1]octane 3-oxide (691411-31-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / sodium azide; sulfuric acid

2: 89 percent / p-toluenesulfonic acid / toluene / 8 h / 80 °C

3: 68 percent / sodium borohydride / CHCl₃ / 10 h / 60 - 65 °C

4: 62 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

With sodium tetrahydroborate; sodium azide; sulfuric acid; toluene-4-sulfonic acid; triethylamine; In dichloromethane; chloroform; toluene;

DOI:10.1016/j.tet.2004.08.082

upstream raw materials:

1-naphthyl dichlorophosphate

(+)-cis-N,N'-dibenzyl-1,2,2-trimethylcyclopentane-1,3-diamine

α-naphthol

D-(+)-camphoric acid