(1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide

Base Information

• Chemical Name: (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide
• CAS No.: 189823-49-2
• Molecular Formula: C₃₁H₃₃N₂O₃P
• Molecular Weight: 512.588
• Mol file: 189823-49-2.mol

Synonyms:(1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide

Chemical Property of (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide

There total 4 articles about (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide 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: 71.0%

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + Nα-diphenylphosphinoylphenylalanine (62056-93-3) → (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide (189823-49-2)

Guidance literature:

DOI:10.1016/S0040-4039(97)00302-X

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide (189823-49-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 18 h / Ambient temperature

2: aq. sodium hydroxide / tetrahydrofuran / 0.5 h / Ambient temperature

3: 71 percent / triethylamine, pivaloyl chloride / CH₂Cl₂ / 16 h / Ambient temperature

With sodium hydroxide; pivaloyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(98)00474-8

Reference yield:

(S)-N-diphenylphosphinyl-phenylalanine methyl ester (93627-77-1) → (1S,2S)-(+)-pseudoephedrine N-diphenylphosphinyl-L-phenylalaninamide (189823-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. sodium hydroxide / tetrahydrofuran / 0.5 h / Ambient temperature

2: 71 percent / triethylamine, pivaloyl chloride / CH₂Cl₂ / 16 h / Ambient temperature

With sodium hydroxide; pivaloyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(98)00474-8

upstream raw materials:

pseudoephedrine

N_α-diphenylphosphinoylphenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-N-diphenylphosphinyl-phenylalanine methyl ester

Downstream raw materials:

(S)-(+)-2-(N-diphenylphosphinyl)amino-3-phenylpropiophenone