1,3-BIs(1,1-dimethylethyl) 2-(3-bromopropyl)imidodicarbonate

Name: 1,3-BIs(1,1-dimethylethyl) 2-(3-bromopropyl)imidodicarbonate
Brand: ChemScene
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CAS No. 172846-33-2
Cat. No. CS-0197725
Purity≥95%
MDL No.MFCD09953022

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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+
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1,3-BIs(1,1-dimethylethyl) 2-(3-bromopropyl)imidodicarbonate|CS-0197725

Structure of 172846-33-2

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General Information

CAS No. 172846-33-2
Cat. No. CS-0197725
Purity ≥95%
MDL No. MFCD09953022
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₄BrNO₄
Molecular Weight 338.24
Synonym(s) Bis(1,1-dimethylethyl)(3-bromopropyl) imidodicarbonate
SMILES CC(C)(C)OC(=O)N(CCCBr)C(=O)OC(C)(C)C

Description

1,3-Bis(1,1-dimethylethyl)-2-(3-bromopropyl)imidodicarbonate features a sterically shielded imidodicarbonate core paired with a reactive bromopropyl handle. This bench-stable reagent enables efficient coupling in synthetic workflows, particularly for introducing protected carbamate functionalities under mild conditions.

Application

1,3-Bis(1,1-dimethylethyl)-2-(3-bromopropyl)imidodicarbonate serves as a robust, bench-stable building block for the synthesis of functionalized heterocycles and protected amino acid derivatives. Its bromopropyl side chain enables efficient coupling reactions via nucleophilic substitution, while the imidodicarbonate moiety provides orthogonal protection compatible with standard deprotection protocols. The tert-butyl groups confer enhanced stability and ease of purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  51779-32-9
- In-stock
  
  109-64-8
- ~63%
- In-stock
  
  172846-33-2
References
- Roy, Sudipta; Eastman, Alan; Gribble, Gordon W. Organic and Biomolecular Chemistry, 2006 , vol. 4, # 17 p. 3228 - 3234

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P361-P405-P501

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Computational Chemistry Data

TPSA 55.84
LogP 3.9436
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Fatty chain compounds

Key Words

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1,3-BIs(1,1-dimethylethyl) 2-(3-bromopropyl)imidodicarbonate

CAS No. 172846-33-2

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