84348-37-8

Basic information

• Product Name: N-Boc-4-oxo-L-proline
• Synonyms: (S)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;N-TERT-BOC-4-OXO-L-PROLINE;N-TERT-BUTOXYCABONYL-4-OXO-L-PROLINE;N-T-BOC-4-OXO-L-PROLINE;BOC-L-PRO(4-OXO);BOC-4-OXO-L-PROLINE;N-BOC-4-OXO-L-PROLINE, 97%;(S)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid
• CAS NO: 84348-37-8
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.23
• Product Categories: pharmacetical;Pharmaceuticalintermediates
• Mol File: 84348-37-8.mol
• Article Data: 36

Chemical Properties

• Melting Point: 160 °C (dec.)
• Boiling Point: 390.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.304±0.06 g/cm3(Predicted)
• Vapor Pressure: 0.001Pa at 25℃
• Storage Temp.: Store at 0-5°C
• PKA: 3.85±0.20(Predicted)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: N-Boc-4-oxo-L-proline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-4-oxo-L-proline(84348-37-8)
• EPA Substance Registry System: N-Boc-4-oxo-L-proline(84348-37-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 84348-37-8(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white solid

Uses

N-Boc-4-oxo-L-proline is used in practical Synthesis of Boc-Protected cis-4-Trifluoromethyl and cis-4-Difluoromethyl-l- prolines.

Upstream product

• 154456-97-0 2-benzyl 1-(tert-butyl) (S)-4-oxopyrrolidine-1,2-dicarboxylate 
• 34619-03-9 tert-butyldicarbonate 
• 618-27-9 hydroxy L-proline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 51-35-4 4R-4-hydroxyproline 
• 147266-92-0 (2R,4S )-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 89813-47-8 N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester 
• 331442-12-7 (trans)-1-[(1,1-dimethylethoxy)carbonyl]-4-hydroxy-L-proline 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 79-37-8 oxalyl dichloride 
• 7664-93-9 sulfuric acid 
• 87691-27-8 N-tert-butoxycarbonyl-L-cis-4-hydroxyproline 

Downstream Products

• 84348-38-9 (S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid 
• 121148-00-3 1-(1,1-dimethylethyl) 2-methyl (2S,4R)-4-amino-1,2-pyrrolidinedicarboxylate 
• 121147-97-5 1-tert-butyl 2-methyl (2S,4R)-4-azido-1,2-pyrrolidinedicarboxylate 

Relevant articles and documents

Altering the sex pheromone cyclo(L-pro-l-pro) of the diatom seminavis robusta towards a chemical probe

As a major group of algae, diatoms are responsible for a substantial part of the primary production on the planet. Pennate diatoms have a predominantly benthic lifestyle and are the most species-rich diatom group, with members of the raphid clades being motile and generally having heterothallic sexual reproduction. It was recently shown that the model species Seminavis robusta uses multiple sexual cues during mating, including cyclo(L-Pro-L-Pro) as an attraction pheromone. Elaboration of the pheromone-detection system is a key aspect in elucidating pennate diatom life-cycle regulation that could yield novel fundamental insights into diatom speciation. This study reports the synthesis and bio-evaluation of seven novel pheromone analogs containing small structural alterations to the cyclo(L-Pro-L-Pro) pheromone. Toxicity, attraction, and interference assays were applied to assess their potential activity as a pheromone. Most of our analogs show a moderate-to-good bioactivity and low-to-no phytotoxicity. The pheromone activity of azide-and diazirine-containing analogs was unaffected and induced a similar mating behavior as the natural pheromone. These results demonstrate that the introduction of confined structural modifications can be used to develop a chemical probe based on the diazirine-and/or azide-containing analogs to study the pheromone-detection system of S. robusta.

Synthesis of 4-(Arylmethyl)proline Derivatives

A synthesis of 4 - (arylmethyl)proline by using Suzuki cross-couplings was developed. The route permits access to a variety of 4-substituted proline derivatives bearing various aryl moieties that expand the toolbox of proline analogues for studies in chemistry and biology.

Ledipasvir preparation method

The invention discloses a Ledipasvir preparation method. The Ledipasvir preparation method includes steps: (1) Ledipasvir intermediate product 1-LD-B preparation; (2) Ledipasvir intermediate product 2-LD-E preparation; (3) Ledipasvir intermediate product 3-LD-F preparation; (4) Ledipasvir intermediate product 4-LD-J preparation; (5) Ledipasvir intermediate product 5-LD-L preparation; (6) Ledipasvir-LD-Q preparation. The Ledipasvir preparation method has advantages of technical maturity and stability, product quality stability, safety and reliability in production process and suitableness for industrial production.