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(2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-2-CARBOXYLIC ACID is a pyrrolidine-2-carboxylic acid derivative featuring a tert-butoxycarbonyl (Boc) protective group on the nitrogen atom and a 2-methoxy-2-oxoethyl group on the 4-carbon atom. (2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-2-CARBOXYLIC ACID is characterized by its (2S,4R) stereochemistry, which is crucial for its biological activity and pharmacokinetic properties. It is widely utilized in organic synthesis for the preparation of pharmaceutical and biologically active molecules.

540501-64-2

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540501-64-2 Usage

Uses

Used in Pharmaceutical Industry:
(2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-2-CARBOXYLIC ACID is used as a building block for the synthesis of various pharmaceutical compounds. Its Boc protective group and 2-methoxy-2-oxoethyl linker allow for the creation of complex drug molecules with specific biological activities.
Used in Organic Synthesis:
In the field of organic synthesis, (2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-2-CARBOXYLIC ACID is employed as a versatile intermediate for the preparation of a range of biologically active molecules. Its unique structure and functional groups enable the development of novel compounds with potential applications in medicine and other fields.
Used in Drug Design:
(2S,4R)-1-(TERT-BUTOXYCARBONYL)-4-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-2-CARBOXYLIC ACID is used as a key component in drug design, where its stereochemistry and functional groups can be leveraged to create molecules with specific binding affinities and therapeutic effects. This allows for the development of targeted treatments for various diseases and conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 540501-64-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,4,0,5,0 and 1 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 540501-64:
(8*5)+(7*4)+(6*0)+(5*5)+(4*0)+(3*1)+(2*6)+(1*4)=112
112 % 10 = 2
So 540501-64-2 is a valid CAS Registry Number.

540501-64-2Downstream Products

540501-64-2Relevant academic research and scientific papers

Asymmetric hydrogenations for the synthesis of boc-protected 4-alkylprolinols and prolines

Del Valle, Juan R.,Goodman, Murray

, p. 3923 - 3931 (2007/10/03)

The utility of 4-substituted prolinols and their corresponding prolines in peptides, peptidomimetics, and natural products has motivated researchers to find new and efficient routes for their preparation. Herein, we report a general approach to the synthesis of Boc-protected 4-alkylprolinols and prolines via a divergent asymmetric hydrogenation strategy. Intermediate exocyclic olefins were prepared by Wittig-type reactions with ketone 6 and subjected to hydroxyl and sterically directed reductions. The Crabtree catalyst (Ir[COD] PyPCy3PF6) proved to be highly effective in diastereoselective hydrogenations to give trans- substituted pyrrolidines (9). Good facial selectivities were also observed in heterogeneous hydrogenations with Raney-nickel to obtain cis-substituted pyrrolidines (11). Employing this strategy, we describe the synthesis of novel prolinol and proline-based building blocks for incorporation into biologically relevant peptidomimetics.

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