863204-01-7

Usage

Uses

Used in Pharmaceutical Industry:
(2-MORPHOLIN-4-YL-1-PHENYLETHYL)METHYLAMINE is used as a building block for the synthesis of various pharmaceuticals and biologically active molecules. Its unique structure allows for the creation of a wide range of compounds with potential therapeutic applications.
Used in Organic Synthesis:
(2-MORPHOLIN-4-YL-1-PHENYLETHYL)METHYLAMINE is used as a reagent in organic synthesis for the preparation of diverse chemical compounds. Its versatility and unique structure make it a valuable component in the development of new chemical entities.

InChI:InChI=1/C13H20N2O/c1-14-13(12-5-3-2-4-6-12)11-15-7-9-16-10-8-15/h2-6,13-14H,7-11H2,1H3

Upstream product

• 74-89-5 methylamine 
• 469874-40-6 (S)-1-[O-(acetyl)mandelyl]morpholine 
• 17199-29-0 (S)-Mandelic acid 
• 17609-52-8 Z-D-phenylglycine 
• 148054-81-3 (R)-(2-morpholin-4-yl-2-oxo-1-phenyl-ethyl)-carbamic acid benzyl ester 
• 87837-32-9 (S)-2-(morpholin-1-yl)-1-phenylethanol 
• 7322-88-5 (S)-acetylmandelic acid 

Relevant academic research and scientific papers

Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid: Application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes

A variety of 1,2-diamines were synthesized from readily available O-acetyl mandelic acid. These diamines were used in the synthesis of key intermediates for the preparation of (-)-utenone A and carbovir involving enantioselective deprotonation of epoxides. The addition of Et2Zn catalysed by some of these diamines was also studied and although ees were not high, some interesting observations were made in the outcome of the stereochemistry of the product.

An efficient synthesis of chiral nonracemic diamines: Application in asymmetric synthesis

A variety of chiral diamines have been synthesized from optically active mandelic acid in an efficient manner. The chiral nonracemic lithium amide base derived from one of the diamines has been used in formal asymmetric synthesis of natural products such as (-)-utenone A and (-)-carbovir.

Design, synthesis, and application of chiral nonracemic lithium amide bases in enantioselective deprotonation of epoxides

The reaction of epoxides with chiral nonracemic lithium amide bases, designed and prepared from (R)-phenylglycine, has been studied in detail. A maximum of 80% ee was obtained for conversion of cyclohexene oxide to (S)-2-cyclohexen-1-ol. Enantioselective deprotonation of a variety of other epoxides was studied. A cyclopentanoid core unit for prostaglandin synthesis was synthesized in 97% ee.

Enantioselective conjugate addition to cyclic enones with scalemic lithium organo(amido)cuprates, part IV. Relationship between ligand structure and enantioselectivity

Scalemic lithium amides derived from primary and secondary amines react with organocopper compounds in ether or dimethyl sulfide to form lithium organo(amido)cuprates capable of enantioselective conjugate addition to 2-cycloalkenones. The most successful heterocuprate, in which the chiral ligand is (S)-N-methyl-1-phenyl-2-(1-piperidinyl)ethanamine, (S)-MAPP, 13, reacts with cyclic enones to form products with up to 97% ee. Nonlinear asymmetric induction was observed with the cuprate formed from ligand 13.