40216-75-9

Upstream product

• 2104-89-4 D-serine methyl ester 
• 100-52-7 benzaldehyde 
• 2788-84-3 (S)-serine methyl ester 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 

Downstream Products

• 123639-56-5 methyl (2R)-2-(benzylamino)-3-hydroxypropanoate 
• 1365059-89-7 N-methyl-N-benzyl-D-serine methyl ester 
• 123639-56-5 (S)-N-benzylserine methyl ester 
• 68870-85-9 methyl 2-(benzylideneamino)-3-phenylpropionate 
• 75516-83-5 (RS)-2-(Benzylidenamino)butansaeure-methylester 
• 99808-76-1 (RS)-2-(Benzylidenamino)-4,4-dimethylpentansaeure-methylester 
• 99808-73-8 (RS)-2-(Benzylidenamino)heptansaeure-methylester 
• 70361-62-5 2-(Benzylidenamino)propensaeure-methylester 
• 114422-66-1 N-Benzyliden-S-ethyl-DL-cystein-methylester 
• 1415318-20-5 N-benzyl-2-(4-hydroxybenzamido)methylacrylate 
• 1415318-26-1 N-benzyl-3-(methoxycarbonyl)-2-azaspiro[4.5]dec-3,6,9-trien-1,8-dione 
• 1415318-30-7 C₁₇H₁₃NO₄ 
• 1415318-25-0 N-benzyl-3-(hydroxy)-3-(methoxycarbonyl)-2-azaspiro[4.5]dec-6,9-dien-1,8-dione 
• 119072-26-3 (5RS,6SR)-5-Amino-1,4,5,6-tetrahydro-6-phenyl-2,5-pyridindicarbonsaeure-dimethylester 

Relevant academic research and scientific papers

Amino-acid ester bromide type chiral ionic liquid and preparation method thereof

The invention provides an amino-acid ester bromide type chiral ionic liquid and a preparation method thereof. The structural formual of the amino-acid ester bromide type chiral ionic liquid is as shown in the specification. In the structural formula, R is

Combinatorial aid for underprivileged scaffolds: Solution and solid-phase strategies for a rapid and efficient access to novel aza-diketopiperazines (aza-DKP)

An efficient solution-phase synthesis of aza-diketopiperazines (aza-DKP, triazinediones) is reported. A structurally diverse collection of c-[aza-alkylGly-Pro] derivatives and yet unreported 2,4,5-trisubstituted-1,2,4- triazine-3,6-diones has been synthesized starting from Fmoc-l-Pro-OH and various Fmoc-l-amino acids. To extend the practical value of this class of dipeptidomimetics, a general solid-phase synthesis approach amenable to library production was developed on both Wang-PS and HMBA-PS resins. The final acidic treatment of the resins in TFA/water mixture at room temperature enabled the rapid and quantitative cyclization/release highly pure triazinediones. The conformational preferences and the spatial organization of the three substituents of a representative 2,4,5-trisubstituted-1,2,4-triazine-3,6-dione were investigated by X-ray diffraction and 1H NMR spectroscopy.

A hypervalent iodine-mediated spirocyclization of 2-(4-hydroxybenzamido) acrylates - Unexpected formation of δ-spirolactones

On the way towards a new total synthesis of (S)-arogenate, a novel aryl-λ3-iodane-mediated oxidative spirocyclization of para-substituted phenol derivatives has been discovered. Starting from easy accessible 2-(4-hydroxybenzamido)acrylates we c

Nature-inspired total synthesis of (-)-fusarisetin A

A concise, protecting group-free total synthesis of (-)-fusarisetin A (1) was efficiently achieved in nine steps from commercially available (S)-(-)-citronellal. The synthetic approach was inspired by our proposed biosynthesis of 1. Key transformations of our strategy include a facile construction of the decalin moiety that is produced via a stereoselective IMDA reaction and a one-pot TEMPO-induced radical cyclization/aminolysis that forms the C ring of 1. Our route is amenable to analogue synthesis for biological evaluation.

Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides

Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3] 2MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3′-dimethyl cystine derivatives. Georg Thieme Verlag.

Facile synthesis of highly functionalized N-methyl amino acid esters without side-chain protection

(Chemical Equation Presented) The facile, two-pot synthesis of N-methyl amino acid esters by way of reductive amination is presented. Side chain protection schemes are not required, the starting materials are all commercially available, and the synthetic

Stereoselective Addition of Dimethyl Thiophosphite to Imines

Dimethyl thiophosphite (DMTP) was synthesized from dimethyl phosphite, and the diastereoselective addition of DMTP to benzaldimines bearing chiral auxiliary groups was examined. Yields of the product α -aminophosphonothionates ranged from 17% to 75% after chromatography. The addition of DMTP to the benzaldimine derived from (S)-phenylglycinol afforded the highest diastereoselectivity (83:17), whereas addition of DMTP to the benzaldimine derived from threonine methyl ester and alanine methyl ester were far less diastereoselective, affording 38:62 and 61:39 ratios, respectively. Addition of DMTP to the benzaldimine derived from (R)-α-methylbenzylamine (78:22) and (S)-serine methyl ester (73:27) were intermediate in selectivity. DMTP addition to the imines formed between serine methyl ester and acetaldehyde and isobutyraldehyde gave 55:45 and 70:30 ratios, respectively, with the diastereoselectivity corresponding roughly to the size of the α-alkyl group. The stereochemistry of the newly formed α-stereocenters resulting from the addition of DMTP to (S)- and (R)-phenylglycinol benzaldimines was confirmed by conversion of the product α-aminophosphonothionates to the known enantiomers of phosphonophenylglycine.

Synthesis of novel optically active cyclic phospholipid conjugates of Tegafur and uridine starting from L-serine

Starting from L-serine, cyclic thiophosphoramidate conjugates (2 and 3) of Tegatur and uridine were synthesized via a multiple-step procedure of esterification, cyclic phosphorylation, and sulfurization, etc. L-serinoate was N-alkylated, then cyclized with phosphorus oxychloride, and further reacted with N3-(2-hydroxyethyl) Tegafur to afford cyclic phospholipid conjugate 4. The resultants (2, 3, and 4) were successfully separated in the form of pure diastereomer by column chromatography on silica gel. Their configurations were discussed and assigned according to their NMR spectra. The asymmetric induction effects of the carbon-based chiral centre on the diastereomer preference were also observed in these two synthetic phosphorylation cyclizations. The bioassay on their antitumor activities is under investigation.

Stereoselective synthesis of β-lactams by condensation of titanium enolates of 2-pyridyl thioesters with imines bearing a chiral auxiliary

Several amines have been tested as chiral auxiliaries in the stereoselective synthesis of β-lactams by condensation of the titanium enolates of 2-pyridyl thioesters with chiral imines. The amines were selected among the following classes of compounds: ben

Synthesis of N,N-Diprotected L-Serinals

Four variously protected L-serinals have been synthesized from L-serine via reduction of the respective methyl esters followed by the Swern oxidation.Key words: Serinals, protecting groups, amino aldehydes, synthesis