(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

Name: (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
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CAS No. 268731-07-3
Cat. No. CS-W011607
Purity≥98%
MDL No.MFCD01861321

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(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid|CS-W011607

Structure of 268731-07-3

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General Information

CAS No. 268731-07-3
Cat. No. CS-W011607
Purity ≥98%
MDL No. MFCD01861321
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₂N₂O₄
Molecular Weight 438.47
Synonym(s) (3R)-2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid
SMILES OC([C@H]1CC2=C(CN1C(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O)NC6=C2C=CC=C6)=O

Description

(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid is a chiral pyridoindole scaffold featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc moiety ensures orthogonal deprotection compatibility. The rigid, electron-rich core supports efficient coupling under standard conditions, while the carboxylic acid functionality facilitates conjugation to diverse amine-containing partners.

Application

(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid serves as a robust chiral building block for the synthesis of complex indolyl-containing scaffolds. Its fluorenylmethoxycarbonyl (Fmoc) group enables efficient protection and orthogonal deprotection under mild conditions. The tetrahydro-1H-pyrido[3,4-b]indole core exhibits excellent functional group tolerance and stability, facilitating downstream transformations in peptide and medicinal chemistry applications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 82.63
LogP 4.9283
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

CAS No. 268731-07-3

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