(S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

Base Information

• Chemical Name: (S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate
• CAS No.: 122873-88-5
• Molecular Formula: C₂₂H₄₀NO₄PSSi₂
• Molecular Weight: 501.775

Synonyms:(S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

Chemical Property of (S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

Chemical Property:

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Technology Process of (S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

There total 6 articles about (S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate 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: 41.0%

<2-(trimethylsilyl)ethyl>oxalyl chloride (109862-07-9) + (Sp,Sc)-O-2-(trimethylsilyl)ethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate (122873-90-9) → (Sp,Sc)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate (122873-88-5)

Guidance literature:

With copper(l) iodide; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -30 ℃; for 7h;

DOI:10.1021/jo00025a031

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → (Sp,Sc)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate (122873-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / 15 h / 25 °C

2: 41 percent / n-butyllithium, cuprous iodide / tetrahydrofuran; diethyl ether; hexane / 7 h / -30 °C

With copper(l) iodide; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/jo00025a031

Reference yield:

N-methyl-N-[(S)-1-phenylethyl]amine (19131-99-8) → (Sp,Sc)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate (122873-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / n-butyllithium / tetrahydrofuran / 5 h / -78 °C

2: 41 percent / n-butyllithium, cuprous iodide / tetrahydrofuran; diethyl ether; hexane / 7 h / -30 °C

With copper(l) iodide; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/jo00025a031

upstream raw materials:

<2-(trimethylsilyl)ethyl>oxalyl chloride

(S_p,S_c)-O-2-(trimethylsilyl)ethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate

N-methyl-N-[(S)-1-phenylethyl]amine

2-(Trimethylsilyl)ethanol

Downstream raw materials:

(S_p,S_c)-2-(trimethylsilyl)ethyl 3-<phosphinothioyl>-2-oxopropanoate

(S_p,S_c)-3-<phosphinothioyl>-2-oxopropanoic acid

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