(2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide

Base Information

• Chemical Name: (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide
• CAS No.: 1266583-84-9
• Molecular Formula: C₂₅H₂₈N₂O₄S
• Molecular Weight: 452.574
• Mol file: 1266583-84-9.mol

Synonyms:(2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide

Chemical Property of (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide

There total 4 articles about (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide 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%

(R)-2-amino-3-phenylpropanol (5267-64-1) + N-(p-toluenesulfonyl)-L-phenylalanyl chloride (90365-18-7,29739-88-6) → (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide (1266583-84-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3ra47424k

Reference yield:

N-tosyl-(S)-phenylalanine (13505-32-3) → (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide (1266583-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / chloroform / 20 °C / Reflux

2: dichloromethane / 12 h / 20 °C / Inert atmosphere

With thionyl chloride; In dichloromethane; chloroform;

DOI:10.1039/c3ra47424k

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (2S)-N-[(R)-1-hydroxy-3-phenylpropan-2-yl]-3-phenyl-2-(tosylamino)propanamide (1266583-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / diethyl ether / 20 °C

2: thionyl chloride / chloroform / 20 °C / Reflux

3: dichloromethane / 12 h / 20 °C / Inert atmosphere

With thionyl chloride; sodium hydroxide; In diethyl ether; dichloromethane; chloroform;

DOI:10.1039/c3ra47424k

upstream raw materials:

(R)-2-amino-3-phenylpropanol

N-(p-toluenesulfonyl)-L-phenylalanyl chloride

L-phenylalanine

N-tosyl-(S)-phenylalanine