86953-79-9

Basic information

• Product Name: 1-Boc-Pyrrolidine
• Synonyms: N-1-BOC-Pyrrolidone;Tert-Butylpyrrolidine-1-Carboxylate;N-BOC-Tetrahydro pyrrole;tert-Butyl pyrrolidine-1-carboxylate, 1-(tert-Butoxycarbonyl)pyrrolidine;1-Pyrrolidinecarboxylic Acid 1,1-DiMethylethyl Ester;NT 0186;N-tert-Butoxycarbonylpyrrolidine;tert-butyl pyrrolidine-1-carboxylate/1-Boc-pyrrolidin
• CAS NO: 86953-79-9
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.24
• EINECS: 1312995-182-4
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 86953-79-9.mol
• Article Data: 62

Chemical Properties

• Boiling Point: 80 °C0.2 mm Hg(lit.)
• Flash Point: 187 °F
• Appearance: /
• Density: 0.977 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• PKA: -1.28±0.20(Predicted)
• BRN: 4664750
• CAS DataBase Reference: 1-Boc-Pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-Pyrrolidine(86953-79-9)
• EPA Substance Registry System: 1-Boc-Pyrrolidine(86953-79-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 86953-79-9(Hazardous Substances Data)

Usage

Chemical Properties

liquid

Uses

Different sources of media describe the Uses of 86953-79-9 differently. You can refer to the following data:
1. 1-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions.
2. N-Boc-pyrrolidine may be used in the synthesis of the following:2-aryl-N-boc-pyrrolidinesscalemic 2-pyrrolidinylcuprates2-alkenyl-N-Boc-pyrrolidines1-deoxycastanosperminemethylphenidate analogues(+)-elaeokanine A

General Description

N-Boc-pyrrolidine is an N-substituted pyrrolidine. It is reported that the reactivity of N-Boc-pyrrolidine towards C-H insertion reaction is 2000 times more than cyclohexane. It undergoes α-arylation in the presence of a palladium catalyst with high enantioselectivity.

InChI:InChI=1/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3

Upstream product

• 109-96-6 3-Pyrroline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 123-75-1 pyrrolidine 
• 173300-85-1 N,N'-(di-tert-butoxycarbonyl)-3,4,5,6-tetrahydro-1H-2-pyrimidinethione 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 164365-88-2 tert-butyl 4-bromobutylcarbamate 
• 5176-27-2 N-tert-butyloxycarbonyl-pyrrole 
• 115054-62-1 α-methyl-β-3,4-dihydroxyphenyl-(L)-alanine methyl ester hydrochloride 
• 109-97-7 pyrrole 
• 216959-34-1 ethyl 2-{[(tert-butoxy)carbonyl]amino}-2-oxoacetate 
• 236101-14-7 N-t-butoxycarbonyl N-4-bromobutyl ethyl oxamate 
• 870-46-2 t-butoxycarbonylhydrazine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 

Downstream Products

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 37784-17-1 N-(tert-butoxycarbonyl)-D-proline 
• 190734-68-0 methyl 1-[(1,1-dimethylethoxy)carbonyl]-2-pyrrolidinepropanoate 
• 154874-88-1 (±)-tert-butyl-2-phenylpyrrolidine-1-carboxylate 
• 146337-04-4 N-[(1,1-dimethylethoxy)carbonyl]-2-(2-propen-1-yl)pyrrolidine 
• 233595-58-9 2-(1,2-propadienyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester 
• 233595-62-5 2-[(1-propenylidene)pentyl]-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester 

Relevant articles and documents

Catalytic Asymmetric Additions of Enol Silanes to In Situ Generated Cyclic, Aliphatic N-Acyliminium Ions

Strong and confined imidodiphosphorimidate (IDPi) catalysts enable highly enantioselective substitutions of cyclic, aliphatic hemiaminal ethers with enol silanes. 2-Substituted pyrrolidines, piperidines, and azepanes are obtained with high enantioselectiv

Oxidations of pyrrolidines and piperidines to afford CH-functionalized isopropyl-1-carboxylate congeners

This article describes the action of iodine(III) reagents [diacetoxyiodobenzene, PhI(OAc)2, and iodosobenzene, (PhIO)n] in conjunction with TMSBr which act as functional bromine equivalents in unique oxidations of saturated, carbamate protected N-heterocycles. Interestingly, during this work, treatment of the same carbamates with molecular bromine alone afforded similar products, which were sequestered by the solvent methanol.

Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols

An iron-catalyzed deconstruction/hydrogenation reaction of alcohols through C-C bond cleavage is developed through photocatalysis, to produce ketones or aldehydes as the products. Tertiary, secondary, and primary alcohols bearing a wide range of substituents are suitable substrates. Complex natural alcohols can also perform the transformation selectively. A investigation of the mechanism reveals a procedure that involves chlorine radical improved O-H homolysis, with the assistance of 2,4,6-collidine.