tert-Butyl bis(2-bromoethyl)carbamate

Name: tert-Butyl bis(2-bromoethyl)carbamate
Brand: ChemScene
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CAS No. 159635-50-4
Cat. No. CS-0018953
Purity≥98%
MDL No.MFCD11519276

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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+
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tert-Butyl bis(2-bromoethyl)carbamate|CS-0018953

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General Information

CAS No. 159635-50-4
Cat. No. CS-0018953
Purity ≥98%
MDL No. MFCD11519276
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇Br₂NO₂
Molecular Weight 331.04
Synonym(s) N-Boc-N,N-bis(2-bromoethyl)amine
SMILES O=C(OC(C)(C)C)N(CCBr)CCBr

Description

tert-Butyl bis(2-bromoethyl)carbamate features two bromoethyl chains appended to a carbamate nitrogen, enabling efficient conjugation in bioorthogonal reactions. This bifunctional reagent delivers high reactivity and stability under standard conditions, facilitating site-specific labeling of biomolecules with minimal side reactions.

Application

tert-Butyl bis(2-bromoethyl)carbamate serves as a bifunctional building block for the synthesis of polyfunctionalized scaffolds, enabling efficient installation of both carbamate and bromoalkyl handles. Its tert-butyl carbamate group offers robust protection for primary amines under standard conditions, while the pendant bromoethyl moieties facilitate subsequent nucleophilic substitution or transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for modular peptide extension and heterocycle construction in medicinal chemistry workflows.

Synthesis

Route1
- 401518-11-4
- ~%
- In-stock
  
  159635-50-4
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 2 p. 746 - 754
Route2
- 3890-99-1
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  159635-50-4
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 1 p. 107 - 112

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

Quality Control

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Computational Chemistry Data

TPSA 29.54
LogP 3.0133
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Key Words

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tert-Butyl bis(2-bromoethyl)carbamate

CAS No. 159635-50-4

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