(R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole-3-carboxylicacid

Name: (R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole-3-carboxylicacid
Brand: ChemScene
Availability: InStock
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CAS No. 123910-26-9
Cat. No. CS-0171737
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole-3-carboxylicacid|CS-0171737

Structure of 123910-26-9

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General Information

CAS No. 123910-26-9
Cat. No. CS-0171737
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀N₂O₄
Molecular Weight 316.35
Synonym(s) Boc-D-Tpi-OH
SMILES CC(C)(C)OC(=O)N1CC2=C(C[C@@H]1C(=O)O)C3=CC=CC=C3N2

Description

(R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole-3-carboxylic acid features a stereochemically defined chiral center and a protected carboxylic acid group, enabling its use in asymmetric synthesis. The tert-butoxycarbonyl moiety provides stability and facilitates selective deprotection during peptide or heterocyclic scaffold elaboration. This intermediate integrates readily into complex molecular architectures requiring controlled functionalization under standard bench conditions.

Application

(R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid serves as a key chiral building block for the synthesis of pyridoindole-based pharmaceutical scaffolds. The tert-butyl carbamate group provides excellent stability and orthogonal deprotection compatibility, enabling efficient functionalization at the nitrogen. The carboxylic acid functionality facilitates coupling reactions and derivatization under standard peptide and medicinal chemistry conditions. This compound exhibits high bench stability and is well-suited for multi-step syntheses requiring precise stereocontrol and functional group tolerance.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 72002-54-1
- ~%
- In-stock
  
  123910-26-9
References
- US5162336 A1, ;

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 2.9143
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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(R)-2-(tert-Butoxycarbonyl)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole-3-carboxylicacid

CAS No. 123910-26-9

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