147316-32-3

Usage

Uses

Used in Pharmaceutical Industry:
L-Serine, 2-methyl-, methyl ester (9CI) is used as a chiral building block for the synthesis of various drugs and biologically active molecules. Its unique structure allows for the development of new pharmaceutical compounds with enhanced properties and therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, L-Serine, 2-methyl-, methyl ester (9CI) is utilized as a key intermediate in the production of agrochemicals. Its ability to form complex molecules makes it a valuable component in the synthesis of pesticides, herbicides, and other agricultural chemicals.
Used in Organic Synthesis:
L-Serine, 2-methyl-, methyl ester (9CI) is employed as a versatile reagent in organic synthesis, contributing to the development of innovative compounds with diverse applications. Its unique structural features enable the creation of a wide range of organic molecules for various industries.
Used in Research and Development:
L-Serine, 2-methyl-, methyl ester (9CI) is also used in research and development settings to explore new synthetic pathways and investigate the properties of novel molecules. Its potential as a chiral building block makes it an essential tool for scientists working on the discovery and optimization of new chemical entities.

Upstream product

• 186581-53-3 diazomethane 
• 3398-40-1 (S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid 
• 67-56-1 methanol 
• 72953-33-4 ((S)-3,6-Dimethoxy-2,5-dimethyl-2,5-dihydro-pyrazin-2-yl)-methanol 

Downstream Products

• 188476-33-7 (S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester 
• 114396-62-2 (S)-α-methylserine hydrochloride 
• 180061-10-3 2-benzyloxycarbonyl-(S)-2-aminopropan-1-ol 
• 205817-26-1 (S)-3-Benzyloxyamino-2-tert-butoxycarbonylamino-2-methyl-propionic acid methyl ester 
• 357274-59-0 (S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxy-2-methylpropanoate 
• 844866-93-9 (S)-methyl 2-(dibenzylamino)-3-hydroxy-2-methylpropanoate 

Relevant academic research and scientific papers

Total Synthesis of Tambromycin Enabled by Indole C-H Functionalization

The total synthesis of tambromycin (1), a recently isolated tetrapeptide, is reported. This unusual natural product possesses a highly modified tryptophan-derived indole fragment fused to an α-methylserine-derived oxazoline ring, and a unique noncanonical

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

An efficient synthesis of (+)-conagenin, a novel immunomodulator produced by Streptomyces roseosporus, has been achieved via the shortest route at present. At the same time, 2-epiconagenin was synthesized according to the same methodology.

ENANTIOSELECTIVE SYNTHESIS OF NON-PROTEINOGENIC AMINO ACIDS VIA METALLATED BIS-LACTIM ETHERS OF 2,5-DIKETOPIPERAZINES

Bis-lactim ethers 1 of 2,5-diketopiperazines contain a chiral inducing center, an acidic CH-bond and two sites susceptible to hydrolysis.They react with BuLi to give Li compounds of type 4, 15, 29 or 32, which possess a prochiral C atom.They readily add electrophiles (such as alkylating agents or carbonyl compounds) with unusually high diastereoface differentiation.In many cases the d.e-value (d.e. = diastereomeric excess = asymmetric induction) of the adduct exceeds 95percent.On hydrolysis the adducts are cleaved liberating the chiral auxiliary (used to build up the bis-lactim ether 1) and the target molecules, the optically active amino acid methyl esters of type 8, 19, 25 or 36.The two amino acid esters are separable either by fractional distillation or (eventually after further hydrolysis to amino acids) by chromatography.Transition state models are discussed that could explain the exceptionally high asymmetric induction and the predictability of the induced configuration.