200184-53-8

Usage

Uses

Used in Pharmaceutical Synthesis:
S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to introduce specific functional groups into the target molecules. The Boc group's protective role ensures that the nitrogen atom remains unreactive during the synthesis process, allowing for selective reactions to occur at other sites on the molecule.
Used in Organic Synthesis:
In the field of organic synthesis, S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE is used as a building block for the creation of complex organic molecules. Its versatility in introducing different functional groups and modifying the properties of the piperidine ring makes it a valuable component in the synthesis of a wide range of organic compounds.
Used in Medicinal Chemistry:
S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE is employed as a versatile reagent in medicinal chemistry for its potential to contribute to the development of new drugs. Its ability to modify the electronic and steric properties of the piperidine ring can lead to the discovery of novel bioactive molecules with improved pharmacological properties.
Used in Chemical Research:
In chemical research, S-METHYL 1-BOC-PIPERIDINE-2-CARBOXYLATE serves as a model compound for studying the effects of functional group modifications on the reactivity and properties of piperidine derivatives. This knowledge can be applied to the design of new synthetic routes and the development of more efficient synthetic methods.

Upstream product

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• 18107-18-1 diazomethyl-trimethyl-silane 
• 75844-69-8 t-butyl piperidinecarboxylate 
• 768-33-2 phenyldimethylsilyl chloride 

Relevant academic research and scientific papers

Asymmetric lithiation trapping of N -boc heterocycles at temperatures above -78°C

The asymmetric lithiation trapping of N-Boc heterocycles using s-BuLi/chiral diamines at temperatures up to -20°C is reported. Depending on the N-Boc heterocycle, lithiation is accomplished using s-BuLi and (-)-sparteine or the (+)-sparteine surrogate in the temperature range -50 to -20°C for short reaction times (2-20 min). Subsequent electrophilic trapping or transmetalation-Negishi coupling delivered functionalized N-Boc heterocycles in 47-95% yield and 77:23-93:7 er. With N-Boc pyrrolidine, trapped products can be generated in ～90:10 er even at -20°C.

Asymmetric deprotonation of N -boc piperidine: React IR monitoring and mechanistic aspects

The high yielding asymmetric deprotonation trapping of N-Boc piperidine is successfully realized using s-BuLi and a (+)-sparteine surrogate. Monitoring of the lithiation by in situ React IR allowed the direct observation of a prelithiation complex.

Aromatic amidine derivatives useful as selective thrombin inhibitors

The present invention relates to a novel thrombin inhibitor which is effective even when orally administered. More specifically, the present invention relates to an aromatic amidine derivative represented by formula (I) and the salts thereof, which show potent selective inhibitory activity for thrombin in which (a), R, R1, R2, R3, A, W, Y and n are defined as described in the specification.

Enantioselective syntheses of 2-alkyl- and 2,6-dialkylpiperidine alkaloids: preparations of the hydrochlorides of (-)-coniine, (-)-solenopsin A, and (-)-dihydropinidine.

[reaction: see text] Sequences of lithiation-substitution, enantioselective hydrogenation, and diastereoselective lithiation-substitution provide efficient highly enantioselective syntheses of 2-substituted and cis and trans 2,6-disubstituted piperidines.

Catalytic asymmetric hydrogenation of 1-aza-2-cycloalkene-2-carboxylates catalyzed by a trans-chelating chiral diphosphine PhTRAP-rhodium complex

A rhodium complex coordinated with a trans-chelating chiral diphosphine (S,S)-(R,R)-PhTRAP was an effective catalyst for asymmetric hydrogenation of N-acyl-1-aza-2-cycloalkene-2-carboxylates, which gave the corresponding protected cyclic α-amino acids wit