10144-46-4

Upstream product

• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 98-88-4 benzoyl chloride 
• 2788-84-3 (S)-serine methyl ester 
• 903566-73-4 [1S,2S,6S,7S]-1,6-diaza-4,9-dioxa-2,7-dimethoxycarbonylbicyclo[4.4.1]undecane 
• 65-85-0 benzoic acid 
• 67-56-1 methanol 
• 4877-23-0 (S)-2-benzoylamino-3-hydroxypropionic acid 

Downstream Products

• 27748-58-9 ester methylique de la N-benzoyl β-chloro L-alanine 
• 78715-83-0 methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate 
• 24153-31-9 2-benzoylaminoacrylic acid methyl ester 
• 16707-67-8 N-benzoyl-L-serine amide 
• 55-21-0 benzamide 
• 257955-17-2 Bz-ΔAla(N-Boc)-OMe 
• 138625-63-5 N-[2-hydroxy-1-(hydroxymethyl)ethyl]benzamide 
• 497260-34-1 benzoylamino-(3-iodo-4-methoxy-phenyl)-acetic acid methyl ester 
• 497260-35-2 methyl (4-allyloxy-3-iodophenyl)(benzoylamino)acetate 
• 698372-49-5 O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester 
• 82936-49-0 (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrooxazole 

Relevant academic research and scientific papers

(S)-Serine derived N-O and N-P oxazoline ligands for asymmetric catalysis

(S)-Serine methyl ester and a range of carboxylic acids RCO2H (a R=(η5-C5H4)Fe(η5-C 5Ph5), b (η5-C5H 4)Co(η4-C4Ph4/su

Development of a simple system for dehydrocondensation using solid-phase adsorption of a water-soluble dehydrocondensing reagent (DMT-MM)

It has been indicated that hydrophilic solid powder to which aqueous solution of a novel dehydrocondensing reagent DMT-MM is adsorbed becomes a simple solid-phase dehydrocondensing reagent of low cost. Reaction in a liquid-liquid biphasic system on the surface of a solid phase with a large area was accelerated by suspending this powder in a dichloromethane solution of a carboxylic acid and an amine to be condensed. The reaction was rapid with a high yield despite the heterogeneity of the system. Like general solid-phase reagents, a hydrophobic carboxamide alone could be isolated at a relatively high purity only by filtration of the resulting suspension of reaction mixture.

Simple phosphinite-oxazoline ligands for asymmetric catalysis

4-(Hydroxymethyl)oxazolines, derived from (S)-serine methyl ester and a variety of acid chlorides (RCOCl), were reacted with Ph2PCl to give new phosphinite-oxazoline P-N ligands. These mediate the palladium catalysed asymmetric alkylation with

Metal-Free Selective Modification of Secondary Amides: Application in Late-Stage Diversification of Peptides

Here we solve a long-standing challenge of the site-selective modification of secondary amides and present a simple two-step, metal-free approach to selectively modify a particular secondary amide in molecules containing multiple primary and secondary amides. Density functional theory (DFT) provides insight into the activation of C-N bonds. This study encompasses distinct chemical advances for late-stage modification of peptides thus harnessing the amides for the incorporation of various functional groups into natural and synthetic molecules.

Retention of chirality of 5-membered alicyclic α-amino acids bearing N-(2-phenyl)benzoyl group in photoinduced decarboxylative intermolecular radical addition to acrylonitrile

Photoinduced decarboxylative radical additions of 5-membered alicyclic α-amino acids bearing a (2-phenyl)benzoyl protective group to acrylonitrile under mild organic photoredox catalysis conditions furnished γ-amino acid derivatives with high retention of chirality via the memory of chirality (MOC) strategy. The retention of chirality in the photoinduced decarboxylation was strongly dependent on the structure of the alicyclic α-amino acids and alkenes. To the best of our knowledge, this is the first example of the decarboxylative intermolecular radical addition to alkenes with retention of chirality at the position of radical generation using the MOC strategy.

Synthesis method of ramipril key intermediate

The invention discloses a synthesis method of a ramipril key intermediate. The ramipril key intermediate is 2-azabicyalo [3.3.0] octane-3-carboxylic acid hydrochloride. The 2-azabicyalo [3.3.0] octane-3-carboxylic acid hydrochloride is obtained through sequential dehydration cyclization, formaldehyde condensation, hydrolysis, removal, Michael addition, cyclization and palladium-carbon catalytic hydrogenation reduction of N-benzoyl-glycine as a raw material. According to the synthesis method of the ramipril key intermediate, the required raw material and reagent are cheap and available, the yield is relatively high, the operation is simple, the cost is low and the method is suitable for industrial production.

Synthesis of 2-oxazolines by in situ desilylation and cyclodehydration of β-hydroxyamides

A powerful method for the synthesis of 2-oxazolines from silyl-protected β-hydroxyamides is reported. Using diethylaminosulfur trifluoride (DAST) or its tetrafluoroborate salt (XtalFluor-E), silyl-protected β-amidoalcohols can be in situ deprotected and d

The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions

A rapid flow synthesis of oxazolines and their oxidation to the corresponding oxazoles is reported. The oxazolines are prepared at room temperature in a stereospecific manner, with inversion of stereochemistry, from β-hydroxy amides using Deoxo-Fluor. The

Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent

The preparation of 2-oxazolines and related N-containing heterocycles from the corresponding hydroxyamides using XtalFluor-E ([Et2NSF 2s]BF4) as a cyclodehydration agent is described. A wide range of heterocycles are obtai

Visible-light-triggered release of nitric oxide from N-pyramidal nitrosamines

Although many organic/inorganic compounds that release nitric oxide (NO) upon photoirradiation (phototriggered caged-NOs) have been reported, their photoabsorption wavelengths mostly lie in the UV region, because X - NO bonds (X=heteroatom and metal) generally have rather strong π-bond character. Thus, it is intrinsically difficult to generate organic compounds that release NO under visible light irradiation. Herein, the structures and properties of N-pyramidal nitrosamine derivatives of 7-azabicyclo[2.2.1]heptanes that release NO under visible light irradiation are described. Bathochromic shifts of the absorptions of these nitrosamines, attributed to HOMO (n)-LUMO (π*) transitions associated with the nonplanar structure of the N - NO moiety, enable the molecules to absorb visible light, which results in N - NO bond cleavage. Thus, these compounds are innate organic caged-NOs that are uncaged by visible light. A visible difference: Nitrosamine derivatives of 7-azabicyclo[2.2.1]heptanes undergo N - NO bond cleavage upon exposure to visible light at wavelengths longer than 420a nm, thereby releasing NO. Bathochromic shifts of the absorptions of these nitrosamines are attributed to HOMO (n)-LUMO (π*) transitions associated with the nonplanar structure of the N - NO moiety (see figure). Copyright