871727-77-4

Usage

Uses

Used in Organic Synthesis:
(4R)-1-BOC-4-METHYL-D-PROLINE is used as a building block in organic synthesis for its unique stereochemistry and functional groups, which are essential in the development of new molecules.
Used in Pharmaceutical Industry:
(4R)-1-BOC-4-METHYL-D-PROLINE is used as a key component in the synthesis of peptidomimetics and pharmaceuticals, contributing to the creation of innovative medicinal applications.
Used in Medicinal Applications Development:
(4R)-1-BOC-4-METHYL-D-PROLINE is utilized as a valuable tool in the development of new molecules for medicinal applications, leveraging its specific stereochemistry to enhance the efficacy and selectivity of potential drugs.

InChI:InChI=1/C11H19NO4/c1-7-5-8(9(13)14)12(6-7)10(15)16-11(2,3)4/h7-8H,5-6H2,1-4H3,(H,13,14)/t7-,8-/m1/s1

Upstream product

• 61-90-5 L-leucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 61478-26-0 tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 145730-69-4 4-methyl-pyrrolidine-2-carboxylic acid methyl ester 
• 1353864-31-9 C₂₀H₃₄N₂O₄Si 
• 1353864-33-1 C₂₀H₃₂N₂O₄Si 
• 1353864-35-3 C₁₅H₁₉NO₄ 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 138512-74-0 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate 
• 108963-96-8 (S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one 
• 4931-66-2 methyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 
• 196394-49-7 (2S,4R)-1-(tert-butyl) 2-methyl 4-methyl-5-oxopyrrolidine-1,2-dicarboxylate 

Downstream Products

• 138512-74-0 1-tert-butyl 2-methyl (2S,4R)-4-methylpyrrolidine-1,2-dicarboxylate 
• 32968-78-8 (2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid hydrochloride 
• 1613055-91-6 C₃₁H₃₄F₃N₃O₅S 
• 1283145-91-4 ((2S,4S)-1-(4-bromophenyl)-4-methylpyrrolidin-2-yl)methanol 
• 1283145-92-5 2-((2S,4S)-1-(4-bromophenyl)-4-methylpyrrolidin-2-yl)acetonitrile 
• 333777-34-7 (2S,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-methylpyrrolidine-2-carboxylic acid 
• 365280-18-8 trans-4-methyl-L-proline hydrochloride 
• 879374-50-2 (2R,4S)-1-(9-fluorenylmethoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid 
• 1283142-47-1 2-((2S,4S)-4-methyl-1-(4-(2-methylbenzyl)phenyl)pyrrolidin-2-yl)acetic acid trifluoroacetic acid salt 
• 1283145-93-6 2-((2S,4S)-4-methyl-1-(4-(2-methylbenzyl)phenyl)pyrrolidin-2-yl)acetonitrile 

Relevant academic research and scientific papers

Stereodivergent and stereoselective synthesis of cis-and trans-4-substituted prolinols

- Stereoselective synthesis of 4-substituted prolinol derivatives has been developed. Thus, Suzuki-Miyaura cross-coupling of vinyl tritiate provided the common synthetic intermediates toward the stereodivergent synthesis of cis- and ira?s-4-substituted prolinols. These two kinds of target compounds were obtained by diastereoselective hydrogenation of the coupling products with Pd/C and Crabtree catalyst, respectively. In addition, the obtained 4-substituted prolinol was transformed to the corresponding proline derivative via oxidation in one step.

Evolution of Biocatalytic and Chemocatalytic C-H Functionalization Strategy in the Synthesis of Manzacidin C

Because of their unique molecular architecture, the manzacidins have been the subject of intense synthetic efforts in the past two decades. Here, we describe two synthetic approaches toward manzacidin C that center on the enzymatic hydroxylation of unprotected l-leucine. This study also resulted in the discovery of novel synthetic methodologies, including a photocatalytic C-H azidation of unprotected amino acids. Additionally, we describe the use of hydroxylated l-leucine in the preparation of various densely substituted pyrrolidines.

CARBOHYDRATE CONJUGATED RNA AGENTS AND PROCESS FOR THEIR PREPARATION

This disclosure relates to an improved process for the preparation of carbohydrate conjugates. The disclosure also relates to carbohydrate conjugated iRNA agents comprising these carbohydrate conjugates, which have improved purity and are advantageous for the in vivo delivery of the iRNA agents.

Highly efficient syntheses of azetidines, pyrrolidines, and indolines via palladium catalyzed intramolecular amination of C(sp3)-H and C(sp2)-H bonds at γ and δ positions

Efficient methods have been developed to synthesize azetidine, pyrrolidine, and indoline compounds via palladium-catalyzed intramolecular amination of C-H bonds at the γ and δ positions of picolinamide (PA) protected amine substrates. These methods feature relatively a low catalyst loading, use of inexpensive reagents, and convenient operating conditions. Their selectivities are predictable. These methods highlight the use of unactivated C-H bond, especially the C(sp3)-H bond of methyl groups, as functional groups in organic synthesis.

HEPATITIS C VIRUS INHIBITORS

This disclosure concerns novel compounds of Formula (I) as defined in the specification and compositions comprising such novel compounds. These compounds are useful antiviral agents, especially in inhibiting the function of the NS5A protein encoded by Hepatitis C virus (HCV). Thus, the disclosure also concerns a method of treating HCV related diseases or conditions by use of these novel compounds or a composition comprising such novel compounds

HEPATITIS C VIRUS INHIBITORS

The present disclosure relates to compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS

Compounds represented by formula I as described herein or pharmaceutically acceptable salts thereof, wherein A, B, B', X, Y, R1, R2, R2', R3, R3', R4, R4', R5, R5', m, n, or p are as defined herein, are useful for treating flaviviridae viral infections.

BENZIMIDAZOLE ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS

Compounds represented by formula (I) or pharmaceutically acceptable salts and solvates thereof, wherein A, B, B', X, Y, R1, R1 ', R2, R2', R3, R3', R5, R5', R6, m, n, or p are as defined herein, are useful for treating flaviviridae viral infections.

HEPATITIS C VIRUS INHIBITORS

This disclosure concerns novel compounds of Formula (I) as defined in the specification and compositions comprising such novel compounds. These compounds are useful antiviral agents, especially in inhibiting the function of the NS5A protein encoded by Hepatitis C virus (HCV). Thus, the disclosure also concerns a method of treating HCV related diseases or conditions by use of these novel compounds or a composition comprising such novel compounds.

Total synthesis and stereochemical reassignment of bisebromoamide

A revised configurational assignment for the thiazoline moiety of the marine peptide bisebromoamide is proposed and validated by total synthesis.