tert-Butyl benzyloxycarbamate

Name: tert-Butyl benzyloxycarbamate
Brand: ChemScene
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CAS No. 79722-21-7
Cat. No. CS-W001647
Purity≥97%
MDL No.MFCD00191873

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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+

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tert-Butyl benzyloxycarbamate|CS-W001647

Structure of 79722-21-7

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Description

tert-Butyl benzyloxycarbamate serves as a robust, bench-stable N-terminal protecting group in peptide synthesis. This carbamate derivative combines the stability of the tert-butyl moiety with the orthogonal cleavability of the benzyl ether, enabling selective deprotection under mild hydrogenation conditions. The protected nitrogen remains inert under standard coupling protocols, facilitating efficient chain elongation.

Application

tert-Butyl benzyloxycarbamate serves as a robust, bench-stable amine protecting group that enables selective N-alkylation and peptide coupling reactions. Its stability under diverse reaction conditions facilitates orthogonal deprotection strategies, particularly via hydrogenolysis or acidic cleavage. The compound functions effectively in the synthesis of complex heterocycles and bioactive intermediates, offering reliable handling and straightforward purification.

General Information

CAS No. 79722-21-7
Cat. No. CS-W001647
Purity ≥97%
MDL No. MFCD00191873
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇NO₃
Molecular Weight 223.27
Synonym(s) tert-Butyl N-(benzyloxy)carbamate
SMILES O=C(OC(C)(C)C)NOCc1ccccc1

Computational Chemistry Data

TPSA 47.56
LogP 2.6429
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl benzyloxycarbamate

CAS No. 79722-21-7

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