161282-57-1

Basic information

• Product Name: tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate
• Synonyms: 2-Formylpyrrole-1-carboxylic acid tert-butyl ester;N-(1,1-Dimethylethoxycarbonyl)pyrrole-2-carboxaldehyde;tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate;1-Boc-pyrrole-2-carboxaldehyde, 98%;3-tert-butyl-2-forMyl-1H-pyrrole-1-carboxylate;1H-Pyrrole-1-carboxylic acid, 2-forMyl-, 1,1-diMethylethyl ester
• CAS NO: 161282-57-1
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.22
• Mol File: 161282-57-1.mol
• Article Data: 23

Chemical Properties

• Melting Point: 50-52 °C
• Boiling Point: 292 °C
• Flash Point: 130 °C
• Appearance: /
• Density: 1.08
• Vapor Pressure: 0.0019mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -10.18±0.70(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate(161282-57-1)
• EPA Substance Registry System: tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate(161282-57-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 161282-57-1(Hazardous Substances Data)

Usage

General Description

Tert-butyl 2-formyl-1H-pyrrole-1-carboxylate is a chemical compound that belongs to the pyrrole carboxylate family. It is a derivative of pyrrole and is commonly used in organic synthesis and pharmaceutical research. tert-Butyl 2-formyl-1H-pyrrole-1-carboxylate is known for its unique chemical properties and is often employed as a building block in the synthesis of bioactive molecules. Tert-butyl 2-formyl-1H-pyrrole-1-carboxylate has a wide range of applications in the pharmaceutical and agrochemical industries, and its versatile nature makes it a valuable tool in the development of new and innovative compounds. Its chemical structure and reactivity make it a sought-after compound for various research and industrial purposes.

InChI:InChI=1/C10H13NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h4-7H,1-3H3

Upstream product

• 1003-29-8 2-pyrrole aldehyde 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 5176-27-2 N-tert-butyloxycarbonyl-pyrrole 
• 68-12-2 N,N-dimethyl-formamide 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1196695-15-4 N-t-butoxycarbonyl-2-diphenylphosphorylmethyl-1H-pyrrole 
• 1196695-22-3 N-t-butoxycarbonyl-2-dicyclohexylphosphorylmethyl-1H-pyrrole 

Relevant articles and documents

Concise synthesis of multisubstituted isoquinolines from pyridines by regioselective diels-alder reactions of 2-silyl-3,4-pyridynes

A four-step regioselective synthesis of multisubsti-tuted isoquinoline derivatives from 3-bromopyridines was developed by the Diels-Alder (DA) reactions of 2-silyl-3,4-pyridynes with furans, followed by functional-group transformations. In particular, the silyl group at the C2-position of the 3,4-pyridynes played two important roles: firstly, it functioned as the directing group for the DA reaction, and secondly, it served to introduce diverse substituents at the C1-position of the isoquinolines by electrophilic ipso-substitution.

Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols

A general procedure for the one-pot synthesis of racemic homoallenyl alcohols from the corresponding aldehyde and chloroprene-derived Grignards is described. Employing bis[2-dimethylaminoethyl]ether (BDMAEE) as an additive at low temperatures shifts the selectivity of the chloroprene Grignard addition to aldehydes such that it is almost exclusive toward allene formation. In a set of follow-up experiments, simple and more elaborate methods for further derivatization have been demonstrated, allowing quick access to more complex structures.

Serendipitous base catalysed condensation-heteroannulation of iminoesters: a regioselective route to the synthesis of 4,6-disubstituted 5-azaindoles

A serendipitous discovery of a novel one-pot synthesis of 4,6-disubstituted 5-azaindoles is reported herein. In the presence of Hunig's base, various N-substituted pyrrole-2-carboxaldehydes have been efficiently transformed into their corresponding 4,6-disubstituted 5-azaindoles through an imine mediated cascade condensation-heteroannulation. The synthetic value of the methodology is established by preparing a novel chemical analogue of a cannabinoid receptor type 2 (CB2) agonist.