N-Boc-4-pentyne-1-amine

Name: N-Boc-4-pentyne-1-amine
Brand: ChemScene
Availability: InStock
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CAS No. 151978-50-6
Cat. No. CS-0091189
Purity≥95%
MDL No.MFCD20036287

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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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Structure of 151978-50-6

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General Information

CAS No. 151978-50-6
Cat. No. CS-0091189
Purity ≥95%
MDL No. MFCD20036287
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₂
Molecular Weight 183.25
Synonym(s) None
SMILES O=C(OC(C)(C)C)NCCCC#C

Description

N-Boc-4-pentyne-1-amine features a terminal alkyne group flanked by a primary amine protected as a Boc carbamate. This bifunctional scaffold enables efficient conjugation via click chemistry and offers enhanced stability during handling. The electron-deficient alkyne facilitates rapid copper-catalyzed cycloadditions, while the bench-stable Boc protection simplifies purification and storage.

Application

N-Boc-4-pentyne-1-amine serves as a versatile building block for the synthesis of alkynyl-containing heterocycles and bioactive molecules. Its terminal alkyne functionality enables reliable copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the Boc-protected amine offers stability and orthogonal reactivity. The molecule exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in standard coupling and cyclization protocols.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  15252-44-5
- ~42%
- In-stock
  
  151978-50-6
References
- WO2013/96771 A1, ; Page/Page column 215 ;
Route2
- In-stock
  
  53293-00-8
- 75-65-0
- ~85%
- In-stock
  
  151978-50-6
References
- Synthesis, , # 9 art. no. Z17611SS, p. 1477 - 1483
Route3
- In-stock
  
  19596-07-7
- ~%
- In-stock
  
  151978-50-6
References
- Organic Letters, , vol. 9, # 15 p. 2887 - 2889

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.33
LogP 1.9245
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Life Science Linker Non-PEG linker

Building Blocks Skeleton Fatty chain compounds

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Key Words

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N-Boc-4-pentyne-1-amine

CAS No. 151978-50-6

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