tert-Butyl (3S)-3-aminoazepane-1-carboxylate

Name: tert-Butyl (3S)-3-aminoazepane-1-carboxylate
Brand: ChemScene
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CAS No. 625471-04-7
Cat. No. CS-D0273
Molecule weight214.30
Purity≥97%
MDL No.MFCD11041390

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tert-Butyl (3S)-3-aminoazepane-1-carboxylate|CS-D0273

Structure of 625471-04-7

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General Information

CAS No. 625471-04-7
Cat. No. CS-D0273
Purity ≥97%
MDL No. MFCD11041390
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) (S)-tert-Butyl 3-aminoazepane-1-carboxylate
SMILES O=C(N1C[C@@H](N)CCCC1)OC(C)(C)C

Description

tert-Butyl (3S)-3-aminoazepane-1-carboxylate is a stereochemically defined azepane scaffold featuring a bench-stable tert-butyl carbamate protecting group. This configurationally pure building block integrates readily into peptidomimetic architectures, offering enhanced solubility and metabolic stability in bioactive molecule design.

Application

tert-Butyl (3S)-3-aminoazepane-1-carboxylate serves as a stereochemically defined azepane scaffold for medicinal chemistry applications, enabling efficient access to nitrogen-containing heterocycles. The tert-butyl ester provides bench stability and facilitates straightforward deprotection under mild acidic conditions. The primary amine functionality supports diverse functionalization via standard coupling reactions, making it a versatile building block in the synthesis of bioactive molecules.

Synthesis

Route1
- In-stock
  
  13139-12-3
- In-stock
  
  107885-67-6
- ~54%
- In-stock
  
  625471-04-7
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/66163 A2, 2005 ; Location in patent: Page/Page column 55-26 ; WO 2005/066163 A2

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 : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 55.56
LogP 1.7347
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (3S)-3-aminoazepane-1-carboxylate

CAS No. 625471-04-7

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