tert-Butyl (2-chloroacetyl)carbamate

Name: tert-Butyl (2-chloroacetyl)carbamate
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CAS No. 120158-03-4
Cat. No. CS-0513672
Purity≥98%
MDL No.None

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tert-Butyl (2-chloroacetyl)carbamate|CS-0513672

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General Information

CAS No. 120158-03-4
Cat. No. CS-0513672
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₂ClNO₃
Molecular Weight 193.63
Synonym(s) tert-butyl 2-chloroacetylcarbaMate
SMILES O=C(OC(C)(C)C)NC(CCl)=O

Description

tert-Butyl (2-chloroacetyl)carbamate delivers a reactive chloroacetyl group for site-specific protein modification. This bench-stable reagent features a protected amine and an electrophilic carbonyl, enabling efficient coupling under mild conditions. The tert-butyl carbamate moiety ensures high stability during storage and handling, while the chlorine atom facilitates nucleophilic displacement at lysine residues.

Application

tert-Butyl (2-chloroacetyl)carbamate serves as a stable, bench-ready chloroacetylating agent that facilitates the selective introduction of the ClCH₂C(O)— group into amine-containing substrates. Its tert-butyl carbamate moiety provides excellent stability and ease of removal under mild acidic conditions, enabling straightforward deprotection after functionalization. The reagent exhibits high functional group tolerance and is widely employed in the synthesis of peptide analogs and heterocyclic scaffolds where controlled acylation is required.

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 55.4
LogP 1.2765
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Chloride

Building Blocks Functional Group Amide

Key Words

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tert-Butyl (2-chloroacetyl)carbamate

CAS No. 120158-03-4

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