Boc-N-Me-Aib-OH

Name: Boc-N-Me-Aib-OH
Brand: ChemScene
Availability: InStock
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CAS No. 146000-39-7
Cat. No. CS-0154820
Purity≥97%
MDL No.MFCD01862912

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 146000-39-7

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General Information

CAS No. 146000-39-7
Cat. No. CS-0154820
Purity ≥97%
MDL No. MFCD01862912
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₄
Molecular Weight 217.26
Synonym(s) Boc-N,2-dimethylalanine
SMILES CC(C)(C)OC(=O)N(C)C(C)(C)C(=O)O

Description

Boc-N-Me-Aib-OH serves as a key building block in peptide synthesis, featuring a sterically hindered α-amino isobutyric acid residue protected with a Boc group and a methylated nitrogen. This configuration enhances stability and facilitates selective coupling under standard conditions.

Application

Boc-N-Me-Aib-OH serves as a robust building block for peptide synthesis, enabling the introduction of conformationally constrained N-methylated α-amino isobutyric acid residues. Its tert-butyl carbamate (Boc) protection ensures stability during storage and compatibility with standard coupling protocols. The N-methyl group enhances proteolytic resistance and modulates backbone flexibility, making it particularly valuable in peptidomimetic design and macrocyclic scaffold construction.

Synthesis

Route1
- In-stock
  
  30992-29-1
- 74-88-4
- ~82%
- In-stock
  
  146000-39-7
References
- Guerlavais, Vincent; Boeglin, Damien; Mousseaux, Delphine; Oiry, Catherine; Heitz, Annie; Deghenghi, Romano; Locatelli, Vittorio; Torsello, Antonio; Ghe, Corrado; Catapano, Filomena; Muccioli, Giampiero; Galleyrand, Jean-Claude; Fehrentz, Jean-Alain; Martinez, Jean Journal of Medicinal Chemistry, 2003 , vol. 46, # 7 p. 1191 - 1203
Route2
- In-stock
  
  2566-34-9
- In-stock
  
  24424-99-5
- ~94%
- In-stock
  
  146000-39-7
References
- Khalil, Ehab M.; Subasinghe, Nalin L.; Johnson, Rodney L. Tetrahedron Letters, 1996 , vol. 37, # 20 p. 3441 - 3444

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 66.84
LogP 1.7165
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Boc-N-Me-Aib-OH

CAS No. 146000-39-7

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