(S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate

Base Information

• Chemical Name: (S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate
• CAS No.: 713525-97-4
• Molecular Formula: C₁₇H₃₀NO₆PS
• Molecular Weight: 407.468

Synonyms:(S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate

Chemical Property of (S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate

Chemical Property:

Purity/Quality:

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Technology Process of (S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate

There total 3 articles about (S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate 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: 92.0%

Diethyl phosphonate (762-04-9,123-22-8) + (S)-(+)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinamide → (SS,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate (713525-97-4) + (SS,S)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate

Guidance literature:

Diethyl phosphonate; With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.25h;

(S)-(+)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinamide; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/jo040127x

Reference yield:

4,4-dimethoxybutanal (56681-97-1) → (SS,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate (713525-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 67 percent / Ti(OEt)4 / CH₂Cl₂ / 2 h / 20 °C

2.1: LiHMDS / tetrahydrofuran / 0.25 h

2.2: 92 percent / tetrahydrofuran / 1 h / -78 °C

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

DOI:10.1021/jo040127x

Reference yield:

(S)-p-toluenesulfinimide (188447-91-8) → (SS,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-4,4-dimethoxybutylphosphonate (713525-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 67 percent / Ti(OEt)4 / CH₂Cl₂ / 2 h / 20 °C

2.1: LiHMDS / tetrahydrofuran / 0.25 h

2.2: 92 percent / tetrahydrofuran / 1 h / -78 °C

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

DOI:10.1021/jo040127x

upstream raw materials:

Diethyl phosphonate

4,4-dimethoxybutanal

(S)-p-toluenesulfinimide

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