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N-Boc-2,5-dihydro-1H-pyrrole

96%

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Synonym(s):
tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate
Empirical Formula (Hill Notation):
C9H15NO2
CAS Number:
Molecular Weight:
169.22
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

refractive index

n20/D 1.458 (lit.)

bp

208 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)OC(=O)N1CC=CC1

InChI

1S/C9H15NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-5H,6-7H2,1-3H3

InChI key

YEBDZDMYLQHGGZ-UHFFFAOYSA-N

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1 of 4

This Item
343536709972425834
1-Boc-piperazine 97%

Sigma-Aldrich

343536

1-Boc-piperazine

N-Boc-pyrrole 98%

Sigma-Aldrich

425834

N-Boc-pyrrole

refractive index

n20/D 1.458 (lit.)

refractive index

-

refractive index

n20/D 1.468

refractive index

n20/D 1.4685 (lit.)

bp

208 °C (lit.)

bp

-

bp

-

bp

91-92 °C/20 mmHg (lit.)

density

0.981 g/mL at 25 °C (lit.)

density

-

density

0.980 g/mL at 25 °C

density

1 g/mL at 25 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

General description

N-Boc-2,5-dihydro-1H-pyrrole, also known as tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate, can be synthesized from N-boc-diallylamine.

Application

N-Boc-2,5-dihydro-1H-pyrrole (tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate) may be used in the preparation of tert-butyl 3-aryl-2,3-dihydro-1H-pyrrole-1-carboxylate.
Used in a synthesis of ß-aryl-GABA analogues by Heck arylation with arenediazonium salts.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

178.0 °F

Flash Point(C)

81.1 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Short and Efficient Synthesis of (S)-1-Boc-2, 5-dihydro-1H-pyrrole-2-carboxylic Acid.
Sturmer R, et al.
Synthesis, 1, 46-48 (2001)
Synthesis of aryl pyrrolizidines from endocyclic enecarbamates. Novel applications of the Heck arylation of 3-pyrrolines using diazonium salts.
de Oca ACBM and Correia CRD.
ARKIVOC (Gainesville, FL, United States), 10, 390-403 (2003)
Ariel L L Garcia et al.
The Journal of organic chemistry, 70(3), 1050-1053 (2005-01-29)
We report herein a new, practical, and economic synthesis of the phosphodiesterase inhibitor Rolipram on a multigram scale as well as the synthesis of new 4-aryl pyrrolidones and beta-aryl-gamma-amino butyric acids (GABA derivatives) employing an efficient Heck-Matsuda arylation of 3-pyrroline

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