tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate

Name: tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate
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CAS No. 146394-99-2
Cat. No. CS-0084768
Purity≥97%
MDL No.MFCD09752966

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate|CS-0084768

Structure of 146394-99-2

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General Information

CAS No. 146394-99-2
Cat. No. CS-0084768
Purity ≥97%
MDL No. MFCD09752966
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₈N₂O₂
Molecular Weight 186.25
Synonym(s) tert-Butyl (4-aminobut-2-en-1-yl)carbamate
SMILES O=C(OC(C)(C)C)NC/C=C/CN

Description

tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate features a stable, bench-stable enamine moiety flanked by a protected amine and a conjugated double bond. This versatile scaffold integrates readily into synthetic sequences requiring selective functionalization, particularly in the construction of bioactive intermediates and peptidomimetics. The (E)-configuration ensures predictable stereochemical outcomes in downstream transformations.

Application

tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate serves as a versatile synthetic intermediate for the construction of bioactive heterocycles and peptide-like scaffolds. The conjugated enamine functionality enables efficient Michael additions and transition-metal-catalyzed couplings, while the tert-butoxycarbonyl (Boc) group provides stable protection of the primary amine under standard reaction conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into multi-step syntheses.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 64.35
LogP 1.026
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Olefins

Key Words

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tert-Butyl (E)-(4-aminobut-2-en-1-yl)carbamate

CAS No. 146394-99-2

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