tert-Butyl allylcarbamate

Name: tert-Butyl allylcarbamate
Brand: ChemScene
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SDS

CAS No. 78888-18-3
Cat. No. CS-W007444
Purity≥96%
MDL No.MFCD00191870

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Description

tert-Butyl allylcarbamate serves as a stable, bench-friendly protecting group for primary amines, enabling selective functionalization in complex synthesis. The allyl moiety permits orthogonal deprotection via palladium-catalyzed cleavage, while the tert-butyl carbamate offers robust stability under basic and mildly acidic conditions. This combination facilitates efficient peptide coupling and late-stage derivatization workflows.

Application

tert-Butyl allylcarbamate serves as a robust, bench-stable amine protecting group that enables efficient N-allylation in peptide synthesis and heterocycle construction. Its orthogonal cleavage under mild hydrogenolysis or acid conditions facilitates selective deprotection in complex molecules. The allyl moiety further supports transition-metal-catalyzed transformations, including palladium-mediated coupling reactions, enhancing its utility in diversification workflows.

General Information

CAS No. 78888-18-3
Cat. No. CS-W007444
Purity ≥96%
MDL No. MFCD00191870
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₂
Molecular Weight 157.21
Synonym(s) tert-butyl prop-2-en-1-ylcarbamate
SMILES CC(C)(OC(NCC=C)=O)C

Computational Chemistry Data

TPSA 38.33
LogP 1.6971
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

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
Precautionary Statements : P264-P270-P330-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Olefins

Building Blocks Skeleton Fatty chain compounds

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