Boc-β-HoVal-OH

Name: Boc-β-HoVal-OH
Brand: ChemScene
Availability: InStock
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CAS No. 183990-64-9
Cat. No. CS-W022609
Purity≥97%
MDL No.MFCD01076232

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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 183990-64-9

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General Information

CAS No. 183990-64-9
Cat. No. CS-W022609
Purity ≥97%
MDL No. MFCD01076232
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight None
Synonym(s) N-t-butoxycarbonyl-l-beta-homovaline
SMILES CC(C)[C@H](NC(OC(C)(C)C)=O)CC(O)=O

Description

Boc-β-HoVal-OH features a sterically hindered β-hydroxyvaline scaffold with a robust tert-butoxycarbonyl protecting group. This configuration enables stable incorporation into peptide sequences under standard conditions, facilitating efficient synthesis of hydroxylated amino acid-containing peptides with minimal side reactions.

Application

Boc-β-HoVal-OH serves as a valuable building block for the synthesis of peptidomimetics and bioactive heterocycles. Its β-hydroxy amino acid core enables stereoselective transformations, while the Boc group provides stable protection under standard coupling conditions. The molecule facilitates efficient chain elongation in solid-phase synthesis and offers compatibility with diverse functional groups, enabling straightforward purification and handling on both laboratory and process scales.

Synthesis

Route1
- 67865-71-8
- ~93%
- In-stock
  
  183990-64-9
References
- Helvetica Chimica Acta, , vol. 79, # 4 p. 913 - 941
Route2
- 192876-25-8
- ~99%
- In-stock
  
  183990-64-9
References
- Canadian Journal of Chemistry, , vol. 78, # 6 p. 800 - 808
Route3
- 271600-15-8
- ~%
- In-stock
  
  183990-64-9
References
- Angewandte Chemie - International Edition, , vol. 39, # 6 p. 1063 - 1066

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 75.63
LogP 2.0104
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Life Science Amino Acids and their Derivatives Leucine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Boc-β-HoVal-OH

CAS No. 183990-64-9

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