425834
N-Boc-pyrrole
98%
Synonym(s):
tert-Butyl 1-pyrrolecarboxylate
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About This Item
Empirical Formula (Hill Notation):
C9H13NO2
CAS Number:
Molecular Weight:
167.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
98%
form
liquid
refractive index
n20/D 1.4685 (lit.)
bp
91-92 °C/20 mmHg (lit.)
density
1 g/mL at 25 °C (lit.)
SMILES string
CC(C)(C)OC(=O)n1cccc1
InChI
1S/C9H13NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H,1-3H3
InChI key
IZPYBIJFRFWRPR-UHFFFAOYSA-N
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.
Application
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:
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
167.0 °F - closed cup
flash_point_c
75 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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