188404-34-4

Basic information

• Product Name: (S)-N-(Butoxycarbonyl)-4-aminophenylalaninol
• Synonyms: (S)-[2-(4-Aminophenyl)-1-(hydroxymethyl)ethyl]butyl ester;(S)-[2-(4-Aminophenyl)-1-(hydroxymethyl)ethyl]carbamic acid butyl ester;(S)-N-(Butoxycarbonyl)-4-aminophenylalaninol
• CAS NO: 188404-34-4
• Molecular Formula: C₁₄H₂₂N₂O₃
• Molecular Weight: 266.34
• Mol File: 188404-34-4.mol

Chemical Properties

• Boiling Point: 482 °C at 760 mmHg
• Flash Point: 245.3 °C
• Appearance: /
• Density: 1.139
• Vapor Pressure: 4.21E-10mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: (S)-N-(Butoxycarbonyl)-4-aminophenylalaninol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(Butoxycarbonyl)-4-aminophenylalaninol(188404-34-4)
• EPA Substance Registry System: (S)-N-(Butoxycarbonyl)-4-aminophenylalaninol(188404-34-4)

Safety Data

• Hazardous Substances Data: 188404-34-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Biochemical Research:
(S)-N-(Butoxycarbonyl)-4-aminophenylalaninol is used as a building block for the synthesis of peptides and proteins, due to its ability to act as a protecting group for the amino group of phenylalanine. This property is essential in the development of novel pharmaceutical compounds and understanding the structure and function of biological molecules.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-N-(Butoxycarbonyl)-4-aminophenylalaninol is employed as an important intermediate. Its unique structure allows for the synthesis of complex organic molecules, contributing to the advancement of chemical research and the development of new materials and compounds.
Used in the Synthesis of Other Complex Organic Molecules:
(S)-N-(Butoxycarbonyl)-4-aminophenylalaninol is also utilized in the synthesis of other complex organic molecules, further expanding its applications in various industries. Its versatility and unique properties make it a valuable compound in the realm of organic chemistry.

InChI:InChI=1/C14H22N2O3/c1-2-3-8-19-14(18)16-13(10-17)9-11-4-6-12(15)7-5-11/h4-7,13,17H,2-3,8-10,15H2,1H3,(H,16,18)/t13-/m0/s1

Upstream product

• 188404-33-3 methyl (S)-N-butoxycarbonyl-4-aminophenylalaninate 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 152305-23-2 (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one 

Relevant articles and documents

A process for the purification of (S)-4-((3-(dimethylamino)ethyl)-1H-indol-5yl)-methyl)-2-oxazolidinone

A process for the purification of (S)-4-{[3-(dimethylamino)ethyl]-1H-indol-5yl]-methyl}-2-oxazolidinone and non-solvated, pure (S)-4-{[3-(dimethylamino) ethyl]-1H-indol-5y1]-methyl}-2-oxazolidinone.

One pot synthesis of 2-oxazolidinone derivatives

PCT No. PCT/GB96/01885 Sec. 371 Date May 13, 1998 Sec. 102(e) Date May 13, 1998 PCT Filed Aug. 2, 1996 PCT Pub. No. WO97/06162 PCT Pub. Date Feb. 20, 1997The present invention provides an improved process for preparing (S)-4-{[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]methyl}-2-oxazolidinone which comprises: a) forming a carbamate of formula (III), from methyl 4-nitro-(L)-phenylalaninate hydrochloride; b) reducing the compound of formula (III) to give the compound of formula (IV); c) reducing the methyl ester grouping in the compound of formula (IV) to give the compound of formula (V); d) ring closure of the compound of formula (V) to give the compound of formula (VI); e) diazonium salt formation from the compound of formula (VI) followed by reduction to give the compound of formula (VII); f) Fischer reaction of the compound of formula (VII) to give (S)-4-{[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]methyl}-2-oxazolidinone.