(R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid

Name: (R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 73101-12-9
Cat. No. CS-0527421
Purity≥95%
MDL No.None

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(R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid|CS-0527421

Structure of 73101-12-9

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General Information

CAS No. 73101-12-9
Cat. No. CS-0527421
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₆
Molecular Weight 295.29
Synonym(s) None
SMILES CC(C)(C)OC(N[C@H](C1=CC=C(OCO2)C2=C1)C(O)=O)=O

Description

(R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid features a chiral α-amino acid core bearing a benzodioxole pharmacophore and a stable tert-butoxycarbonyl protecting group. This configuration enables direct incorporation into peptide sequences under standard coupling conditions, with the benzo[d][1,3]dioxol-5-yl moiety providing enhanced solubility and metabolic stability in bioactive molecule synthesis.

Application

(R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid serves as a versatile chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. The protected α-amino acid functionality enables straightforward incorporation into peptide sequences, while the benzodioxole moiety imparts metabolic stability and favorable pharmacokinetic properties. Bench-stable and readily purified by standard chromatographic methods, it facilitates efficient coupling reactions and orthogonal deprotection workflows in medicinal chemistry campaigns.

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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Computational Chemistry Data

TPSA 94.09
LogP 2.0657
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Benzodioxolane compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-(Benzo[d][1,3]dioxol-5-yl)-2-((tert-butoxycarbonyl)amino)acetic acid

CAS No. 73101-12-9

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