Lot numbers can be found on the outside label of a product:
tert-Butyl 3-iodo-1H-indole-1-carboxylate
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CAS No. 192189-07-4
- Cat. No. CS-0040991
- Purity≥97%
- MDL No.MFCD05864781
*For research and further manufacturing use only, not for direct human use.
Structure of 192189-07-4
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General Information
- CAS No. 192189-07-4
- Cat. No. CS-0040991
- Purity ≥97%
- MDL No. MFCD05864781
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₄INO₂
- Molecular Weight 343.16
- Synonym(s) 1-Boc-3-Iodoindole
- SMILES O=C(N1C=C(I)C2=C1C=CC=C2)OC(C)(C)C
Description
tert-Butyl 3-iodo-1H-indole-1-carboxylate delivers a sterically hindered, bench-stable indole scaffold bearing a reactive iodide at the 3-position. This handles cleanly under standard cross-coupling conditions, enabling efficient access to functionalized indole derivatives in medicinal chemistry and materials synthesis.
Application
tert-Butyl 3-iodo-1H-indole-1-carboxylate serves as a versatile building block for the synthesis of substituted indoles, enabling direct functionalization at the 3-position via transition-metal-catalyzed cross-coupling reactions. The tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its iodine handle offers high reactivity in Pd-catalyzed coupling processes, making it ideal for constructing complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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26340-47-6 -
In-stock
24424-99-5 - ~92%
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In-stock
192189-07-4
References
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Mothes, Celine; Lavielle, Solange; Karoyan, Philippe Journal of Organic Chemistry, 2008 , vol. 73, # 17 p. 6706 - 6710
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Route2
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120-72-9 - ~%
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In-stock
192189-07-4
References
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Organic and Biomolecular Chemistry, , vol. 9, # 14 p. 5129 - 5136
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Route3
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In-stock
87-52-5 - ~%
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In-stock
192189-07-4
References
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Organic letters, , vol. 4, # 5 p. 815 - 817
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 31.23
- LogP 4.0291
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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