(S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate

Base Information

• Chemical Name: (S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate
• CAS No.: 350479-75-3
• Molecular Formula: C₂₀H₂₈NO₄PS
• Molecular Weight: 409.486

Synonyms:(S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate

Chemical Property of (S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of (S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate

There total 3 articles about (S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate 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: 91.0%

Diethyl phosphonate (762-04-9,123-22-8) + (S)-(+)-N-α-methyl-(4-methylbenzylidene)-p-toluenesulfinamide (318471-67-9) → (SS,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate (350479-75-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ol015945f

Reference yield:

para-methylacetophenone (122-00-9) → (SS,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate (350479-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Ti(OEt)4

2: 91 percent / LiHMDS / tetrahydrofuran / -78 °C

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ol015945f

Reference yield:

(S)-p-toluenesulfinimide (188447-91-8) → (SS,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate (350479-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Ti(OEt)4

2: 91 percent / LiHMDS / tetrahydrofuran / -78 °C

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ol015945f

upstream raw materials:

Diethyl phosphonate

(S)-(+)-N-α-methyl-(4-methylbenzylidene)-p-toluenesulfinamide

para-methylacetophenone

(S)-p-toluenesulfinimide

Downstream raw materials:

(R)-(+)-(1-amino-1-p-tolylethyl)phosphonic acid

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