(S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid

Name: (S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid
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CAS No. 198545-89-0
Cat. No. CS-0101235
Purity≥98%
MDL No.MFCD00235911

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(S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid|CS-0101235

Structure of 198545-89-0

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General Information

CAS No. 198545-89-0
Cat. No. CS-0101235
Purity ≥98%
MDL No. MFCD00235911
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₇NO₄S
Molecular Weight 355.41
Synonym(s) Fmoc-D-Thz-OH
SMILES O=C(N1CSC[C@@H]1C(O)=O)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid features a chiral thiazolidine core with a fluorenylmethoxycarbonyl (Fmoc) protecting group, enabling direct incorporation into peptide synthesis. The Fmoc moiety ensures orthogonal deprotection under mild basic conditions, while the sulfur-containing ring enhances backbone rigidity and solubility in organic solvents. This derivative supports efficient solid-phase assembly of bioactive peptides with minimal epimerization.

Application

(S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid serves as a robust chiral building block for peptide and heterocyclic synthesis, offering high stability and ease of purification. The Fmoc group enables orthogonal protection during solid-phase peptide synthesis, while the thiazolidine core provides a versatile scaffold for medicinal chemistry applications. Its well-documented reactivity facilitates selective transformations under standard conditions, making it ideal for scalable, bench-friendly workflows in drug discovery.

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 66.84
LogP 3.395
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Thiazolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid

CAS No. 198545-89-0

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