N-t-Boc-pyrrole
Synonym(s):tert-Butyl 1-pyrrolecarboxylate
- CAS NO.:5176-27-2
- Empirical Formula: C9H13NO2
- Molecular Weight: 167.21
- MDL number: MFCD00209559
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:52:44
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 | n |
| 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) |
![]() 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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