174292-58-1

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)(9CI) is used as an intermediate in the synthesis of various drugs and pharmaceutical compounds. Its unique structure and properties make it a valuable component in the development of new medications and therapies.
Used in Organic Synthesis:
In the field of organic synthesis, Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)(9CI) serves as a building block for the preparation of complex organic molecules. Its versatility and reactivity contribute to the creation of a wide range of chemical products, further expanding its applications in research and development.

Upstream product

• 219307-01-4 4'-(2-iodoethyl)octanophenone 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 25772-32-1 4'-(2-bromoethyl)octanophenone 
• 86885-57-6 rac-methyl (1R,5S)-6-oxabicyclo[3.1.0]hexane-3-carboxylate 
• 32811-75-9 methyl 3-oxocyclopentane-1-carboxylate 

Relevant academic research and scientific papers

Synthesis of the key intermediate, diethyl 2-acetylamino-2-(2-(4- octanoylphenyl)ethyl)propane-1,3-dioate, of the immunomodulatory agent FTY720 (fingolimod)

The key intermediate, diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl) propane-1,3-dioate (13), for the immunomodulatory agent FTY720 (2: fingolimod) was synthesized via Michael addition of diethyl(acetylamino) malonate (6) to 4-octanoylstyrene (12).

PROCESS FOR PREPARING 2-AMINO MALONIC ACID DERIVATIVES AND 2-AMINO-1,3 - PROPANEDIOL DERIVATIVES, AND INTERMEDIATES FOR PREPARING THE SAME

A process for preparing 2-amino malonic acid derivatives of formula (1): wherein A is linear or branched chain alkylene having from 1 to 10 carbon atoms, R1 is linear or branched chain alkyl having from 2 to 20 carbon atoms, R2 and R3 are the same or different, and are lower alkyl or aralkyl, and R4 is a protecting group, which process comprises the steps of reducing a compound of formula (6): wherein A is linear or branched chain alkylene having from 1 to 10 carbon atoms, R1 is linear or branched chain alkyl having from 2 to 20 carbon atoms, R2 and R3 are the same or different, and are lower alkyl or aralkyl, and R4 is a protecting group.

Horse Liver Alcohol Dehydrogenase-catalyzed Enantioselective Reduction of Cyclic Ketones: The Effect of the Hydrophobic Side Chain of the Substrate on the Stereoselectivity of the Reaction

Horse liver alcohol dehydrogenase (HLADH)-catalyzed enantioselective reductions of alkyl 3-oxocyclopentanecarboxylates, endo-5-acyloxybicycloheptan-2-ones and exo-5-acyloxybicycloheptan-2-ones gave the corresponding homochiral alcohols and ketones and the interaction between the hydrophobic side chain of the substrate and the hydrophobic zone in the active site played an important role in the specificity of the reduction.The stereoselectivities of the reactions were interpreted on the basis of the cubic space section model and a new rule, which contributes to development of a specificity analysis on the basis of the model, is introduced.