tert-Butyl phenylcarbamate

Name: tert-Butyl phenylcarbamate
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CAS No. 3422-01-3
Cat. No. CS-W010684
Purity≥98%
MDL No.MFCD00043723

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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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Structure of 3422-01-3

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Description

tert-Butyl phenylcarbamate serves as a stable, moisture-tolerant protecting group for primary amines in organic synthesis. This bench-stable carbamate features a bulky tert-butyl moiety that enhances steric shielding and facilitates selective deprotection under mild acidic conditions. It integrates cleanly into multi-step sequences without epimerization risk.

Application

tert-Butyl phenylcarbamate serves as a stable, bench-friendly protecting group for primary amines, enabling selective N-alkylation and coupling reactions in peptide synthesis. Its orthogonal stability to standard reaction conditions facilitates efficient deprotection with mild acid, offering reliable access to free anilines. The compound functions effectively in multistep syntheses requiring controlled nitrogen protection and is compatible with diverse functional groups.

General Information

CAS No. 3422-01-3
Cat. No. CS-W010684
Purity ≥98%
MDL No. MFCD00043723
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅NO₂
Molecular Weight 193.24
Synonym(s) TERT-BUTYL N-PHENYLCARBAMATE
SMILES O=C(OC(C)(C)C)NC1=CC=CC=C1

Computational Chemistry Data

TPSA 38.33
LogP 3.0336
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl phenylcarbamate

CAS No. 3422-01-3

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