(S)-4-(Benzo[b]thiophen-3-yl)-3-((tert-butoxycarbonyl)amino)butanoic acid

Name: (S)-4-(Benzo[b]thiophen-3-yl)-3-((tert-butoxycarbonyl)amino)butanoic acid
Brand: ChemScene
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CAS No. 270063-45-1
Cat. No. CS-0154488
Purity≥98%
MDL No.MFCD01861041

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(S)-4-(Benzo[b]thiophen-3-yl)-3-((tert-butoxycarbonyl)amino)butanoic acid|CS-0154488

Structure of 270063-45-1

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Description

This chiral building block features a benzo[b]thiophene core linked to a β-amino acid scaffold, enabling direct integration into peptide-based scaffolds. The tert-butyl carbamate group provides stability and orthogonal protection for amine functionalization. Designed for synthetic efficiency in medicinal chemistry campaigns.

Application

(S)-4-(Benzo[b]thiophen-3-yl)-3-((tert-butoxycarbonyl)amino)butanoic acid serves as a well-defined chiral building block for the synthesis of bioactive heterocyclic compounds. The molecule features a benzo[b]thiophene core with orthogonal functional handles: a protected α-amino acid moiety enabling subsequent deprotection and coupling, and a carboxylic acid group suitable for amide bond formation. Its bench-stable tert-butyl ester protection facilitates purification and handling, while the stereochemistry at the C3 position ensures high fidelity in downstream asymmetric syntheses.

General Information

CAS No. 270063-45-1
Cat. No. CS-0154488
Purity ≥98%
MDL No. MFCD01861041
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₁NO₄S
Molecular Weight 335.42
Synonym(s) N-T-BUTOXYCARBONYL-(S)-3-AMINO-4-(3-BENZOTHIENYL)BUTANOIC ACID
SMILES CC(C)(OC(N[C@H](CC(O)=O)CC1=CSC2=CC=CC=C12)=O)C

Computational Chemistry Data

TPSA 75.63
LogP 3.8118
H_Acceptors 4
H_Donors 2
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 : 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

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-4-(Benzo[b]thiophen-3-yl)-3-((tert-butoxycarbonyl)amino)butanoic acid

CAS No. 270063-45-1

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