(S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid

Name: (S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid
Brand: ChemScene
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CAS No. 66638-37-7
Cat. No. CS-0312091
Purity≥98%
MDL No.MFCD02684472

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(S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid|CS-0312091

Structure of 66638-37-7

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Description

This chiral building block features a (S)-configured backbone with a para-tert-butoxyphenyl group and a tert-butoxycarbonyl-methylamino side chain, enabling direct incorporation into peptide scaffolds. The sterically protected functionality ensures stability during synthesis and purification under standard conditions.

Application

(S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid serves as a versatile chiral building block for medicinal chemistry, enabling efficient access to biologically relevant scaffolds. The protected amine and carboxylic acid functionalities offer orthogonal reactivity, facilitating peptide coupling and selective deprotection sequences. Bench-stable and readily purified by standard chromatography, it functions effectively in multi-step syntheses requiring stereocontrol and functional group compatibility.

General Information

CAS No. 66638-37-7
Cat. No. CS-0312091
Purity ≥98%
MDL No. MFCD02684472
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₉NO₅
Molecular Weight 351.44
Synonym(s) N-α-(t-Butoxycarbonyl)-N-α-methyl-O-(t-butyl)-L-tyrosine
SMILES O=C(O)[C@H](CC1=CC=C(C=C1)OC(C)(C)C)N(C(OC(C)(C)C)=O)C

Computational Chemistry Data

TPSA 76.07
LogP 3.7265
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 5

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Ether

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tyrosine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3-(4-(tert-Butoxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid

CAS No. 66638-37-7

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