24153-31-9

Upstream product

• 33646-32-1 methyl 2-benzamido-3-chloro-propanoate 
• 917-54-4 methyllithium 
• 10144-46-4 N-benzoyl-L-serine methyl ester 
• 27748-58-9 ester methylique de la N-benzoyl β-chloro L-alanine 
• 128254-48-8 dimethyl 2,5-dibenzamido-3-thiahexanedioate 
• 121137-16-4 N-benzoyl-3-nitroalanine methyl ester 
• 79-36-7 dichloroacethyl chloride 
• 20989-42-8 N-benzoylserine methyl ester 
• 1244028-32-7 C₁₁H₁₂N₂O₄S 
• 5619-04-5 methyl 2-amino-3-hydroxypropanoate hydrochloride 
• 98-88-4 benzoyl chloride 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 64562-96-5 C₁₁H₁₂ClNO₃ 
• 4877-23-0 (S)-2-benzoylamino-3-hydroxypropionic acid 

Downstream Products

• 20911-96-0 2-Benzoylamino-heptanoic acid methyl ester 
• 101650-24-2 N-(2-Oxo-1-pentyl-hexyl)-benzamide 
• 87974-95-6 2,4-Bis-benzoylamino-2-pentyl-pentanedioic acid dimethyl ester 
• 331258-39-0 methyl 1-benzimido-4-oxo-2-cyclohexene-1-carboxylate 
• 478932-11-5 N-(1-carbamoylvinyl)benzamide 
• 746671-43-2 methyl 1-benzyl-2-phenyl-1H-imidazole-4-carboxylate 

Relevant academic research and scientific papers

Robust trans-amide helical structure of oligomers of bicyclic mimics of β-proline: Impact of positional switching of bridgehead substituent on amide cis-trans equilibrium

Because homooligomers of 7-azabicyclo[2.2.1]heptane-2-endo-carboxylic acid, a bridged β-proline analogue with a substituent installed at the remote C4-bridgehead position, completely biased the amide cis-trans equilibrium to the cis-amide structure, we expected that introduction of a substituent at the C1-bridgehead position adjacent to the carboxylic acid moiety, rather than the remote C4-bridgehead position, would tip the cis-trans amide equilibrium toward trans-amide structure without the aid of hydrogen bonding. Thus, in this work we established an efficient synthetic route to an optically active bicyclic analogue of 1,1-disubstituted β-proline, bearing a substituent at the C1-bridgehead position. Crystallographic, spectroscopic, and computational studies showed that indeed oligomers of this analogue take a consistent helical structure involving all-trans-amide linkages, independently of the number of residues, from the dimer up to the octamer. Oligomers composed of (R)-β-amino acid units form an extended left-handed helix with about 2.7 residues per turn and an approximately 4.0 A? rise per residue, characterized by complete lack of main-chain hydrogen bonding. This unique helical structure shows some similarity in shape to the trans-amide-based polyproline II (PPII) helix. The present helix was stable in various kinds of solvents such as alcohols. The present work provided a fundamental structural basis for future applications.

Nickel Peroxide as a Glycine-selective Chemical Model of Peptidylglycine α-Amidating Monooxygenase

In a process, which is analogous to that catalysed by peptidylglycine α-amidating monooxygenase, nickel peroxide cleaves N-benzoylamino acid methyl esters to give benzamide, with a selectivity for reaction of the glycine derivative.

Reaction of N-acyl-α-triphenylphosphonio-α-amino acid esters with organic bases: Mechanism of the base-catalyzed nucleophilic substitution of the triphenylphosphonium group

Reactions of N-acyl-α-triphenylphosphonio-α-amino acid methyl esters with organic bases (triethylamine or DBU) were investigated as the crucial step of the base-catalyzed displacement of the triphenylphosphonium group by nucleophiles. It was proved that N

SYNTHESIS OF 2,4-METHANOPROLINE

An efficient synthesis of 2,4-methanoproline from serine is described.The cyclobutane is formed by a sensitized intramolecular photoaddition.

Stereoselective Michael additions on α-aminoacrylates as the key step to an l-Oic analogue bearing a quaternary stereocenter

A novel, highly stereoselective route for pharmaceutically relevant octahydroindole-2-carboxylates bearing a quaternary stereocenter has been developed. The key chiral intermediates 3 have been prepared in good yields and enantiomeric excesses up to 98%. A broad substrate range has been tolerated under the reaction conditions.

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.

Bruton's tyrosine kinase inhibitor

The invention relates to a compound with a formula I and a pharmaceutically acceptable salt, a solvent compound, an active metabolite, a polycrystalline compound, an ester, an isomer or a prodrug thereof, a pharmaceutical composition containing the compound in the formula I, and application using the same as a selective Bruton's tyrosine kinase inhibitor to prepare a medicine for preventing or treating heterologous immunity diseases and self immunity diseases or cancers. The formula is shown in the specification.

Proline-based phosphoramidite reagents for the reductive ligation of S-nitrosothiols

S-Nitrosothiols (RSNOs) have many biological implications but are rarely used in organic synthesis. In this work we report the development of proline-based phosphoramidite substrates that can effectively convert RSNOs to proline-based sulfenamides through

Synthesizing method using serine to prepare Ramipril key intermediate

The invention relates to a synthesizing method using serine to prepare a Ramipril key intermediate. The Ramipril key intermediate is 2-azabicyclo[3.3.0] octane-3-carboxylic acid hydrochloride or benzyl ester hydrochloride. The synthesizing method includes: using the serine as the initial raw material, and sequentially performing esterification, acyl chloride acylation, deacidification, Michael addition, hydrolysis and hydrogenation reduction to obtain the Ramipril key intermediate. The synthesizing method has the advantages that the key intermediate is synthesized by a five-step method, and the synthesizing method is cheap in raw material, environmentally friendly, simple in preparation process, simple to operate, mild in reaction condition, short in reaction cycle, convenient in post-treatment, low in equipment requirement, capable of avoiding heavy metal pollution and the use of expensive catalysts, few in three wastes, high in product yield and purity and suitable for industrial production.

HETEROCYCLIC COMPOUND

Provided is a compound useful for the prophylaxis or treatment of cancer. The present invention relates to a compound represented by formula (I): wherein each symbol in the formula is as defined in the specification, or a salt thereof or a prodrug thereof, which is useful for the prophylaxis or treatment of cancer.