1431720-86-3

Basic information

• Product Name: cis-1-boc-3-amino-4-fluoropyrrolidine
• Synonyms: tert-butyl cis-3-amino-4-fluoropyrrolidine-1-carboxylate;rel-tert-Butyl (3S,4R)-3-amino-4-fluoropyrrolidine-1-carboxylate
• CAS NO: 1431720-86-3
• Molecular Formula: C9H17FN2O2
• Molecular Weight: 204.2418832
• Mol File: 1431720-86-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 266.1±40.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.29±0.40(Predicted)
• CAS DataBase Reference: cis-1-boc-3-amino-4-fluoropyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: cis-1-boc-3-amino-4-fluoropyrrolidine(1431720-86-3)
• EPA Substance Registry System: cis-1-boc-3-amino-4-fluoropyrrolidine(1431720-86-3)

Safety Data

• Hazardous Substances Data: 1431720-86-3(Hazardous Substances Data)

Usage

Description

cis-1-boc-3-amino-4-fluoropyrrolidine is a chemical compound with the molecular formula C9H16FN2O2, belonging to the class of pyrrolidine compounds. It is characterized by the presence of a fluorine atom, an amine group, and a Boc (tert-butoxycarbonyl) protecting group, which enhances its stability and reactivity in chemical reactions. cis-1-boc-3-amino-4-fluoropyrrolidine is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals, with its cis configuration influencing its chemical and biological properties.

Uses

Used in Organic Synthesis:
cis-1-boc-3-amino-4-fluoropyrrolidine is used as a building block in organic synthesis for its versatility and reactivity, allowing for the creation of a wide range of chemical compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, cis-1-boc-3-amino-4-fluoropyrrolidine is utilized as a key intermediate in the development of pharmaceuticals, owing to its unique structural features and the ability to be modified for specific therapeutic applications.
Used in Pharmaceutical Synthesis:
cis-1-boc-3-amino-4-fluoropyrrolidine is employed as a starting material in the synthesis of various pharmaceuticals, where its properties can be leveraged to create effective and targeted drug molecules.
Used in Agrochemical Development:
cis-1-boc-3-amino-4-fluoropyrrolidine is also used in the development of agrochemicals, where its chemical properties can be harnessed to create effective agents for agricultural applications, such as pesticides or herbicides.
Used in Chemical Research:
cis-1-boc-3-amino-4-fluoropyrrolidine serves as a valuable research tool in chemical research, enabling scientists to explore new reaction pathways and develop innovative synthetic methods.

Upstream product

• 1174020-30-4 tert-butyl-3-amino-4-fluoropyrrolidine-1-carboxylate 
• 252574-03-1 (3S,4S)-1-tert-butoxycarbonyl-trans-3-benzylamino-4-hydroxypyrrolidine 
• 114214-49-2 1-tert-butoxycarbonyl-3,4-epoxypyrrolidine 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 913743-06-3 (S)-3-azido-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Enantiospecific Synthesis of (3 R,4 R)-1-Benzyl-4-fluoropyrrolidin-3-amine Utilizing a Burgess-Type Transformation

Manufacture of an EGFR inhibitor required the asymmetric synthesis of a key 3,4-trans-substituted pyrrolidine suitable for pilot-plant scale. The initial synthetic route utilized reagents and intermediates that posed safety concerns due to their energetic potential and then required supercritical fluid chromatography to access the desired single enantiomer. Burgess-type reagents provide tremendous utility in organic synthesis but see limited use on large scales because of their high cost and instability. Nevertheless, extensive process development led to a scale-friendly process where in situ formation of a Boc-Burgess reagent enabled access to a chiral cyclic sulfamate from inexpensive materials. ReactIR monitoring was used to study intermediate stability and enabled processing on a multikilogram scale. The sulfamate was converted to trans-3-fluoro-4-aminopyrrolidine 1 with complete stereospecificity. Intermediate crystallinity offered purity control points where byproducts and impurities were rejected, avoiding the need for chromatography.

Discovery of N-((3R,4R)-4-Fluoro-1-(6-((3-methoxy-1-methyl-1H-pyrazol-4-yl)amino)-9-methyl-9H-purin-2-yl)pyrrolidine-3-yl)acrylamide (PF-06747775) through Structure-Based Drug Design: A High Affinity Irreversible Inhibitor Targeting Oncogenic EGFR Mutants

Mutant epidermal growth factor receptor (EGFR) is a major driver of non-small-cell lung cancer (NSCLC). Marketed first generation inhibitors, such as erlotinib, effect a transient beneficial response in EGFR mutant NSCLC patients before resistance mechani

BENZIMIDAZOLYL-METHYL UREA DERIVATIVES AS ALX RECEPTOR AGONISTS

The present invention relates to benzimidazolyl-methyl urea derivatives of formula (I), wherein n, D, E, R1, R2, R3, R4, R6, R7, R8 and R9 are as defined in the description, their preparation and their use as pharmaceutically active compounds.