338945-22-5

Basic information

• Product Name: (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
• Synonyms: (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS NO: 338945-22-5
• Molecular Formula: C₁₀H₁₈INO₂
• Molecular Weight: 311.15989
• Mol File: 338945-22-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester(338945-22-5)
• EPA Substance Registry System: (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester(338945-22-5)

Safety Data

• Hazardous Substances Data: 338945-22-5(Hazardous Substances Data)

Usage

General Description

(S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester is a chemical compound with the molecular formula C10H18INO2. It is a tert-butyl ester derivative of pyrrolidine-1-carboxylic acid that contains an iodoMethyl group on the second position of the pyrrolidine ring. (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester has potential applications in organic synthesis and medicinal chemistry, particularly in the development of pharmaceutical drugs. It is known to be a chiral compound, which means it can exist as two enantiomers with different optical properties. The chemical and physical properties of (S)-2-IodoMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester make it a valuable building block for the synthesis of various bioactive molecules and pharmaceutical compounds.

Upstream product

• 132482-09-8 tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 144-55-8 sodium hydrogencarbonate 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 1004993-43-4 tert-butyl (2S)-2-[(phenylselenonyl)methyl]pyrrolidine-1-carboxylate 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 1972-28-7 diethylazodicarboxylate 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 147-85-3 L-proline 
• 86661-32-7 (S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate 

Downstream Products

• 1318240-22-0 (S)-tert-butyl 2-(2-tolylmethyl)pyrrolidine-1-carboxylate 
• 1243726-25-1 (S)-tert-butyl 2-(2-naphthylmethyl)pyrrolidine-1-carboxylate 
• 1257204-48-0 (S)-(+)-tert-butyl 2-(3-methoxybenzyl)pyrrolidine-1-carboxylate 
• 1194030-94-8 (S )-(+)-tert-butyl 2-benzylpyrrolidine-1-carboxylate 
• 202925-92-6 N-Pent-4-enylcarbamic acid tert-butyl ester 
• 1232829-58-1 (S)-tert-butyl 2-(4-fluorophenylmethyl)pyrrolidine-1-carboxylate 
• 1318240-23-1 (S)-tert-butyl 2-(3,5-dimethoxyphenylmethyl)pyrrolidine-1-carboxylate 
• 168049-26-1 tert-butyl (2S)-2-(azidomethyl)-1-pyrrolidinecarboxylate 
• 1315563-38-2 C₁₇H₂₅NO₃S 
• 1039167-23-1 (R)-2-[2-(3-Chloro-phenyl)-2-oxo-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 399044-23-6 (S)-Δ^6,7-indolizidin-5-one 
• 460746-46-7 4-{2-[2-(2R-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl}benzonitrile 
• 41720-98-3 (R)-2-methylpyrrolidine hydrochloride 
• 157007-54-0 2-(R)-methylpyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

A Bifunctional B,N-Based Asymmetric Catalytic Nitrostyrene-Michael Addition Acting through a 10-Membered Ring Cyclic Transition State

The B,N-bifunctional catalyst homoboroproline has been applied to a catalytic asymmetric nitroalkene-Michael addition to β-nitrostyrene analogues, showing broad substrate tolerance, high conversions and moderate to good asymmetric induction. The ability o

Sequential deprotectionecyclisation reaction: Stereoselective synthesis of azabicyclic β-enamino ester derivatives and (-) indolizidine 209D

This paper describes a new strategy for the stereoselective synthesis of pyrrolizidine and indolizidine based enamino esters and their acyl derivatives from L-proline. The key reaction in this process involves deprotection followed by ring closure of cyclic N-Boc amino-β-ketoesters. Also, the synthesis of 5R,9R- (-)-indolizidine 209D has been accomplished using this protocol.

Cobalt-catalyzed carbon-carbon bond formation: Synthesis and applications of enantiopure pyrrolidine derivatives[1]

In the presence of cobalt catalysts and tetramethylethylenediamine (TMEDA), the iodine atom in (S)-2-(iodomethyl)pyrrolidines was replaced by an aryl or an alkynyl group from the corresponding Grignard reagent, and the coupling products were obtained in good to excellent yields (16 examples; 75-94% yields). The scope and limitations of this protocol were examined. The stereochemistry of the pyrrolidines was unaffected by the reaction conditions. The coupling products are important building blocks of phenanthroindolizidine alkaloids. Palladium-catalyzed formal [4+2] cycloaddition of 2,2′-diiodobiphenyl with the thus-generated (S)-2-(3-trimethylsilyl-2-propynyl)pyrrolidine gave a good yield of the desilylated phenanthrene, which was then converted into unnatural (+)-(S)-tylophorine by the Pictet-Spengler cyclization. Copyright