221352-74-5

Basic information

• Product Name: (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID
• Synonyms: RARECHEM EM WB 0070;BOC-(2S,4S)-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID;(2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID;(2S,4S)-FMOC-GAMMA-(BOC-AMINO)-PROLINE;(2S,4S)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-1,2-pyrrolidinedicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester;(2S,4S)-Foc-4-amino-1-Fmoc-pyrrolidine-2-carboxylic acid;(4S)-1-Fmoc-4-(Boc-amino)-L-proline;Boc-(2S,4S)-4-amino-1-Fmoc-pyrrolidine-2-carboxylic acid≥ 98% (HPLC)
• CAS NO: 221352-74-5
• Molecular Formula: C₂₅H₂₈N₂O₆
• Molecular Weight: 452.5
• Mol File: 221352-74-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 87-89℃
• Appearance: /
• Storage Temp.: Store at -15°C
• CAS DataBase Reference: (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID(221352-74-5)
• EPA Substance Registry System: (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID(221352-74-5)

Safety Data

• Hazardous Substances Data: 221352-74-5(Hazardous Substances Data)

Usage

Description

(2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID is a white powder chemical compound that serves as a key building block in the synthesis of various bioactive peptides and peptidomimetics. Its unique structure, featuring a protected amino group and a carboxylic acid functionality, allows for versatile applications in medicinal chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
(2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID is used as a synthetic intermediate for the preparation of low molecular weight cyclic peptides. These peptides act as inhibitors of SDF-1 binding to CXCR4, a chemokine receptor involved in various physiological processes, including immune response, cell trafficking, and cancer progression.
Used in Neuropharmacology Research:
In the field of neuropharmacology, (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID is utilized to design α-conotoxin analogs. These analogs specifically target α7 nicotinic acetylcholine receptors, which play a crucial role in cognitive function and are implicated in neurodegenerative diseases such as Alzheimer's disease. The development of such analogs can lead to potential therapeutic agents for the treatment of cognitive disorders.
Overall, (2S, 4S)-BOC-4-AMINO-1-FMOC-PYRROLIDINE-2-CARBOXYLIC ACID is a valuable compound in the realm of medicinal chemistry, with applications spanning from the development of therapeutic peptides to the creation of novel drug delivery systems and the design of targeted neuroactive agents.

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 1279034-78-4 (2S,4S)-4-tert-Butoxycarbonylamino-pyrrolidine-2-carboxylic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 168263-82-9 (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate 
• 853063-23-7 (2S,4S)-N^α-Cbz-4-N-Boc-aminoproline benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 329191-57-3 (2S,4S)-N^α-Cbz-4-aminoproline benzyl ester 
• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 865295-35-8 2-benzyl 1-(tert-butyl) (2S,4R)-4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate 
• 874162-96-6 (2S,4S)-2-benzyl 1-tert-butyl 4-azidopyrrolidine-1,2-dicarboxylate 
• 444899-84-7 (2S,4S)-4-azidoproline benzyl ester 

Downstream Products

• 1350813-47-6 C₃₂H₃₄N₂O₆ 
• 1350813-51-2 C₃₉H₄₆N₂O₆ 
• 1350813-52-3 C₃₂H₄₀N₂O₆ 
• 1350813-50-1 C₃₄H₃₈N₂O₄ 
• 1350813-48-7 C₂₇H₂₆N₂O₄ 
• 16257-83-3 cis-4-Amino-prolin 

Relevant articles and documents

Novel μ opioid antagonists derived from the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2)

Hybrid analogues of the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2, Dmt?=?2′,6′-dimethyltyrosine) containing cis-4-amino-Pro, trans-4-amino-Pro, cis-4-aminoethyl-Pro or cis-4-guanidinylethyl-Pro in the 2 p

Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.

4R/S-Aminoprolines when present in the X-position of collagen peptide [pro(X)-pro(Y)-Gly]n exhibit pH- and stereochemistry-dependent effects on triplex stability.