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HomeProduct name listN-T-BOC-PYRROLE

N-T-BOC-PYRROLE

Synonym(s):tert-Butyl 1-pyrrolecarboxylate

N-T-BOC-PYRROLE Structural

What is N-T-BOC-PYRROLE?

Chemical properties

Colorless liquid

The Uses of N-T-BOC-PYRROLE

Pyrrole-1-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of pyrrole derived anti-cancer Agent.

The Uses of N-T-BOC-PYRROLE

N-Boc-pyrrole was used in the synthesis of 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid by treating with n-BuLi and subsequent reaction with trimethyl borate.
It may be used as starting material in the synthesis of the following:

  • tropane drivatives
  • N-boc-2-(4-methoxyphenyl)pyrrole
  • N-boc-pyrrol-2-ylboronic acid

What are the applications of Application

N-Boc-pyrrole is a useful pyrrole building block

Synthesis Reference(s)

The Journal of Organic Chemistry, 31, p. 764, 1966 DOI: 10.1021/jo01341a027

General Description

N-Boc-pyrrole is an N-protected pyrrole. It undergoes Diels–Alder reaction with enantiomerically pure allene-1,3-dicarboxylates to form endo-adducts with retention in configurations at two newly generated stereogenic centers. It also undergoes cyclopropanation with methyl phenyldiazoacetate to form both monocyclopropane and dicyclopropane. Its Ir-catalyzed C-H borylation followed by cross coupling with 3-chlorothiophene to form biheterocycle has been reported.

Properties of N-T-BOC-PYRROLE

Boiling point: 91-92 °C20 mm Hg(lit.)
Density  1 g/mL at 25 °C(lit.)
refractive index  n20/D 1.4685(lit.)
Flash point: 167 °F
storage temp.  Sealed in dry,Room Temperature
solubility  Acetonitrile, Dichloromethane, Ethyl Acetate, Methanol, Tetrahydrofuran
pka -6.10±0.70(Predicted)
form  Solution
color  Colorless to yellow

Safety information for N-T-BOC-PYRROLE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for N-T-BOC-PYRROLE

InChIKey IZPYBIJFRFWRPR-UHFFFAOYSA-N

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