157007-54-0

Basic information

• Product Name: (R)-1-BOC-2-METHYL-PYRROLIDINE
• Synonyms: (R)-1-BOC-2-METHYL-PYRROLIDINE ;(R)-1-Boc-2-methylpyrrolidine hydrochloride;(R)-2-Methyl-pyrrolidine-1-carboxylic acid tert-butyl ester;(R)-2-Methylpyrrolidine, N-BOC protected;(R)-N-Boc-2-methylpyrrolidine;tert-Butyl (R)-2-methylpyrrolidine-1-carboxylate;(R)-(-)-1-Boc-2-Methylpyrrolidine, 96+%;(2R)-Methylpyrrolidine-1-carboxylic acid tert-butyl ester
• CAS NO: 157007-54-0
• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.26336
• Mol File: 157007-54-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 75℃ (7.7 Torr)
• Flash Point: 85 °C
• Appearance: /
• Density: 0.960 g/mL at 25 °C
• Refractive Index: n20/D 1.447
• Storage Temp.: 2-8°C
• PKA: -1.21±0.40(Predicted)
• CAS DataBase Reference: (R)-1-BOC-2-METHYL-PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-BOC-2-METHYL-PYRROLIDINE(157007-54-0)
• EPA Substance Registry System: (R)-1-BOC-2-METHYL-PYRROLIDINE(157007-54-0)

Safety Data

• Hazard Codes: C,F,Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN 3334
• WGK Germany: 3
• Hazardous Substances Data: 157007-54-0(Hazardous Substances Data)

Usage

General Description

(R)-1-BOC-2-Methyl-pyrrolidine is a chemical compound with the molecular formula C12H23NO2. It is a derivative of pyrrolidine and contains a BOC (tert-butyloxycarbonyl) protecting group. (R)-1-BOC-2-METHYL-PYRROLIDINE is primarily used as a building block in organic synthesis and pharmaceutical research. It is commonly employed in the synthesis of various pharmaceutical intermediates and active ingredients. Additionally, it can also be used as a chiral auxiliary in asymmetric synthesis, due to its chiral nature. (R)-1-BOC-2-Methyl-pyrrolidine has applications in the production of pharmaceuticals, agrochemicals, and specialty chemicals due to its versatile chemical reactivity and high purity.

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 77-78-1 dimethyl sulfate 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 338945-22-5 (S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 132482-09-8 tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 
• 74-88-4 methyl iodide 
• 765-38-8 (R)-(-)-2-methylpyrrolidine 

Downstream Products

• 878809-88-2 4-((R)-4-(5-bromo-3-methylpyridin-2-yl)-2-methylpiperazin-1-yl)-6-(4-fluorophenyl)-2-((R)-2-methylpyrrolidin-1-yl)pyrimidine 
• 204387-55-3 (R)-(+)-2-methylpyrrolidine p-toluenesulfonate 
• 765-38-8 (R)-(-)-2-methylpyrrolidine 
• 204386-76-5 rovatirelin 
• 460746-46-7 4-{2-[2-(2R-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl}benzonitrile 
• 41720-98-3 (R)-2-methylpyrrolidine hydrochloride 

Relevant articles and documents

Efficient and practical synthesis of (R)-2-methylpyrrolidine

An efficient, practical, and high yielding synthesis of (R)-2-methylpyrrolidine is described. The sequence allows for the scalable preparation of the target compound in just four synthetic steps and proceeds in 83% overall yield and >99% optical purity from readily available starting materials.

Asymmetric lithiation trapping of N -boc heterocycles at temperatures above -78°C

The asymmetric lithiation trapping of N-Boc heterocycles using s-BuLi/chiral diamines at temperatures up to -20°C is reported. Depending on the N-Boc heterocycle, lithiation is accomplished using s-BuLi and (-)-sparteine or the (+)-sparteine surrogate in the temperature range -50 to -20°C for short reaction times (2-20 min). Subsequent electrophilic trapping or transmetalation-Negishi coupling delivered functionalized N-Boc heterocycles in 47-95% yield and 77:23-93:7 er. With N-Boc pyrrolidine, trapped products can be generated in ～90:10 er even at -20°C.

MODULATORS OF THE HISTAMINE H3-RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO

The present invention relates to certain biphenyl sulfonamide derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the histamine H3-receptor. Compounds and pharmaceutical compositions thereof are directed to methods useful in the treatment of histamine H3-receptor associated disorders, such as, cognitive disorders, epilepsy, brain trauma, depression, obesity, disorders of sleep and wakefulness such as narcolepsy, hypersomnia, somnolence syndrome, jet lag, sleep apnea and the like, attention deficit hyperactivity disorder (ADHD), schizophrenia, allergies, allergic responses in the upper airway, allergic rhinitis, nasal congestion, dementia, Alzheimer's disease and the like.