N-phenyl-2-(2S)-hydroxy-benzeneacetamide

Base Information

• Chemical Name: N-phenyl-2-(2S)-hydroxy-benzeneacetamide
• CAS No.: 141552-21-8
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.263
• Mol file: 141552-21-8.mol

Synonyms:N-phenyl-2-(2S)-hydroxy-benzeneacetamide

Chemical Property of N-phenyl-2-(2S)-hydroxy-benzeneacetamide

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-phenyl-2-(2S)-hydroxy-benzeneacetamide

There total 72 articles about N-phenyl-2-(2S)-hydroxy-benzeneacetamide 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: 100.0%

N-phenylsulfinylamine (222851-56-1) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → N-phenyl-2-hydroxy-4-phenylacetamide (4410-33-7,106942-26-1,125787-67-9,141552-21-8)

Guidance literature:

In acetonitrile; at 25 ℃; for 3.5h;

DOI:10.1016/S0040-4039(00)84412-3

Reference yield: 98.0%

2-oxo-N,2-diphenylacetamide (4732-66-5) → N-phenyl-2-hydroxy-4-phenylacetamide (4410-33-7,106942-26-1,125787-67-9,141552-21-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sodium acetate; nickel diacetate; In tetrahydrofuran; at 20 - 60 ℃; for 8h; Reagent/catalyst; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c4cc02744b

Reference yield: 86.0%

2-oxo-N,2-diphenylacetamide (4732-66-5) → 1-phenyl-2-phenylaminoethanol (99342-73-1,31121-09-2) + N-phenyl-2-hydroxy-4-phenylacetamide (4410-33-7,106942-26-1,125787-67-9,141552-21-8)

Guidance literature:

2-oxo-N,2-diphenylacetamide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

With water; sodium hydroxide; In tetrahydrofuran; for 0.166667h; Reagent/catalyst;

DOI:10.1039/c4ra13090a

upstream raw materials:

pyridine

benzoin E-oxime

benzenesulfonyl chloride

(d)-5-phenyl-1,3-dioxolan-2,4-dione

Downstream raw materials:

1-phenyl-2-phenylaminoethanol

2-oxo-1-phenyl-2-(phenylamino)ethyl acetate

N,2-diphenyl-2-[(triphenylsilyl)oxy]acetamide

2-methoxy-N-phenyl-2-phenylacetamide

Refernces

• 1、 Huang, Junjie,Liang, Baihui,Chen, Xiuwen,Liu, Yifu,Li, Yawen,Liang, Jingwen,Zhu, Weidong,Tang, Xiaodong,Li, Yibiao,Zhu, Zhongzhi. "Rapid assembly of α-ketoamides through a decarboxylative strategy of isocyanates with α-oxocarboxylic acids under mild conditions". supporting information. p. 4783 - 4787. Retrieved 2021/06/11.
• 2、 Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong. "Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety". . p. 1080 - 1090. Retrieved 2020/05/25.