(S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate

Base Information

• Chemical Name: (S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate
• CAS No.: 122873-92-1
• Molecular Formula: C₁₈H₂₁N₂O₄PS
• Molecular Weight: 392.415

Synonyms:(S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate

Chemical Property of (S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate

Chemical Property:

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Technology Process of (S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate

There total 5 articles about (S_p,S_c)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate 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: 93.0%

4-Nitrophenacyl bromide (99-81-0) + C10H15NOPS(1-)*Cs(1+) → (Sp,Sc)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate (122873-92-1)

Guidance literature:

In acetonitrile; at 25 ℃; for 12h;

DOI:10.1021/jo00025a031

Reference yield:

N-methyl-N-[(S)-1-phenylethyl]amine (19131-99-8) → (Sp,Sc)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate (122873-92-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 88 percent / CsF / acetonitrile / 5 h / Heating

3: 93 percent / acetonitrile / 12 h / 25 °C

With n-butyllithium; cesium fluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00025a031

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (Sp,Sc)-S-(4-nitrophenyl)-2-oxoethyl N,P-dimethyl-N-(1-phenylethyl)phosphonamidothioate (122873-92-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / K₂CO₃ / tetrahydrofuran / 0 deg C, 2 h, then 25 deg C, 6 h

2: 91 percent / LiAlH₄ / tetrahydrofuran / 7 h / 25 °C

3: 34 percent / n-butyllithium / tetrahydrofuran / 5 h / -78 °C

4: 88 percent / CsF / acetonitrile / 5 h / Heating

5: 93 percent / acetonitrile / 12 h / 25 °C

With lithium aluminium tetrahydride; n-butyllithium; potassium carbonate; cesium fluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00025a031

upstream raw materials:

4-Nitrophenacyl bromide

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

(S)-1-phenyl-ethylamine

(1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide

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