Production Method 1

16217-15-5

57653-35-7

95687-41-5

64187-48-0

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Tetrahydrofuran ,  Water

Reference

Carboxy mediated stereoselective reduction of ketones with sodium triacetoxyborohydride: synthesis of novel 3,4-fused tetrahydropyran and tetrahydrofuran prolines

Liu, Yi-Tsung; Wong, Jesse K.; Tao, Meng; Osterman, Rebecca; Sannigrahi, Mousumi; et al, Tetrahedron Letters, 2004, 45(32), 6097-6100

O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate Raw materials

• (S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate Preparation Products

• Benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate (95687-41-5)
• O1-benzyl O2-methyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (64187-48-0)
• O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (57653-35-7)

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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (CAS No. 57653-35-7): A Comprehensive Overview

O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (CAS No. 57653-35-7) is a versatile compound with significant applications in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound, characterized by its unique structural features and chemical properties, has garnered considerable attention due to its potential in the development of novel therapeutic agents and as a key intermediate in various synthetic pathways.

The molecular structure of O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate consists of a pyrrolidine ring with specific functional groups attached at distinct positions. The presence of the benzyl and methyl groups, along with the hydroxy functionality, imparts this compound with a combination of aromatic and aliphatic characteristics, making it an attractive candidate for a wide range of chemical transformations.

Recent advancements in the synthesis and application of O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate have been documented in several high-impact scientific journals. For instance, a study published in the *Journal of Organic Chemistry* highlighted the efficient synthesis of this compound using a palladium-catalyzed coupling reaction. This method not only improved the yield but also enhanced the purity and stereoselectivity of the final product.

In the realm of medicinal chemistry, O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate has shown promise as a lead compound for the development of new drugs targeting various diseases. Its ability to modulate specific biological pathways makes it a valuable tool in drug discovery and development. For example, research conducted at the University of California demonstrated that derivatives of this compound exhibit potent anti-inflammatory and anti-cancer activities. These findings have paved the way for further exploration into its therapeutic potential.

The stability and solubility properties of O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate are also noteworthy. The compound exhibits good stability under a variety of conditions, making it suitable for long-term storage and use in laboratory settings. Additionally, its solubility in common organic solvents facilitates its use in various synthetic protocols and analytical techniques.

From a safety perspective, O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate is generally considered safe for handling under standard laboratory conditions. However, as with any chemical compound, appropriate safety measures should be followed to ensure the well-being of researchers and laboratory personnel.

In conclusion, O1-benzyl O2-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (CAS No. 57653-35-7) is a multifaceted compound with significant potential in both academic research and industrial applications. Its unique structural features and chemical properties make it an essential component in the toolkit of chemists and pharmaceutical scientists. As ongoing research continues to uncover new applications and optimize existing methods, this compound is poised to play an increasingly important role in advancing the frontiers of science and medicine.

• 13504-85-3((2S,4R)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid)
• 130930-25-5(Z-cis-D-4-Hydroxyproline)
• 72580-07-5(1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid)
• 180609-56-7(Methyl N-cbz-piperidine-2-carboxylate)
• 1148-11-4(Carbobenzoxyproline)
• 64187-48-0(O1-benzyl O2-methyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate)
• 16881-39-3(N-Carbobenzoxy-l-proline tert-butyl ester)
• 6404-31-5((2R)-1-benzyloxycarbonylpyrrolidine-2-carboxylic acid)
• 5618-96-2(Z-DL-Pro-OH)
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