3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoic acid

Name: 3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoic acid
Brand: ChemScene
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CAS No. 218916-64-4
Cat. No. CS-0154399
Purity≥97%
MDL No.MFCD08275906

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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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3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoic acid|CS-0154399

Structure of 218916-64-4

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General Information

CAS No. 218916-64-4
Cat. No. CS-0154399
Purity ≥97%
MDL No. MFCD08275906
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₅
Molecular Weight 205.21
Synonym(s) Boc-3-amino-2-hydroxypropionic acid
SMILES CC(C)(OC(NCC(O)C(O)=O)=O)C

Description

This protected serine derivative features a tert-butoxycarbonyl group that ensures stability and ease of handling, while the hydroxypropanoic acid moiety provides a reactive site for peptide coupling. Designed for synthetic applications in bioconjugation and peptidomimetic design, it integrates cleanly into complex molecular architectures under standard conditions.

Application

3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoic acid serves as a stable, bench-ready building block for peptide synthesis and chiral auxiliary development. The protected amino group enables orthogonal functionalization, while the β-hydroxyl moiety supports stereoselective transformations. Its compatibility with standard coupling reagents and ease of purification make it ideal for iterative solid-phase and solution-phase workflows in medicinal chemistry and API intermediate production.

Synthesis

Route1
- 632-12-2
- In-stock
  
  24424-99-5
- ~73%
- In-stock
  
  218916-64-4
References
- Fujisawa, Tetsunori; Odake, Shinjiro; Ogawa, Yuji; Yasuda, Junko; Morita, Yasuo; Morikawa, Tadanori Chemical and pharmaceutical bulletin, 2002 , vol. 50, # 2 p. 239 - 252

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 95.86
LogP -0.0434
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Key Words

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3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoic acid

CAS No. 218916-64-4

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