(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid

Name: (R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 27460-85-1
Cat. No. CS-0197100
Purity≥97%
MDL No.MFCD01861312

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(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid|CS-0197100

Structure of 27460-85-1

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Description

(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid is a chiral building block featuring a protected amino group and a phenolic hydroxyl, enabling selective functionalization in peptide and pharmaceutical synthesis. This bench-stable derivative integrates readily into complex molecular architectures under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid serves as a key chiral building block for peptide and peptidomimetic synthesis, offering high stereoselectivity and bench stability. The Boc-protected amine enables straightforward deprotection under mild acidic conditions, while the phenolic hydroxyl group supports orthogonal functionalization. Its well-defined reactivity facilitates incorporation into complex scaffolds relevant to medicinal chemistry and API development.

General Information

CAS No. 27460-85-1
Cat. No. CS-0197100
Purity ≥97%
MDL No. MFCD01861312
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₅
Molecular Weight 267.28
Synonym(s) Boc-4-hydroxy-D-phenylglycine
SMILES CC(C)(OC(N[C@@H](C(O)=O)C1=CC=C(O)C=C1)=O)C

Computational Chemistry Data

TPSA 95.86
LogP 2.0426
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 3

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 : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Glycine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid

CAS No. 27460-85-1

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