Lot numbers can be found on the outside label of a product:
2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline
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CAS No. 922718-57-8
- Cat. No. CS-0131457
- Purity≥95%
- MDL No.MFCD11044665
*For research and further manufacturing use only, not for direct human use.
Structure of 922718-57-8
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General Information
- CAS No. 922718-57-8
- Cat. No. CS-0131457
- Purity ≥95%
- MDL No. MFCD11044665
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₂₄BNO₂
- Molecular Weight 273.18
- Synonym(s) 1,2,3,4-TETRAHYDRO-2-METHYL-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-ISOQUINOLINE
- SMILES CC1(C)C(C)(C)OB(C2=CC3=C(CN(C)CC3)C=C2)O1
Description
This tetrahydroisoquinoline boronate integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, offering a bench-stable, moisture-tolerant handle for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials synthesis.
Application
2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline serves as a robust boronate building block for palladium-catalyzed cross-coupling reactions. Its tetrahydroisoquinoline core provides a privileged scaffold in medicinal chemistry, while the pinacol boronate group enables efficient C–C bond formation under mild conditions. The compound exhibits excellent bench stability, tolerates diverse functional groups, and facilitates straightforward purification—ideal for modular synthesis of complex heterocyclic architectures in drug discovery workflows.
Synthesis
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Route1
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In-stock
675576-26-8 - ~%
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In-stock
922718-57-8
References
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Wang, Qiuping; Lucien, Edlaine; Hashimoto, Akihiro; Pais, Godwin C. G.; Nelson, David M.; Song, Yongsheng; Thanassi, Jane A.; Marlor, Christopher W.; Thoma, Christy L.; Cheng, Jijun; Podos, Steven D.; Ou, Yangsi; Deshpande, Milind; Pucci, Michael J.; Buechter, Douglas D.; Bradbury, Barton J.; Wiles, Jason A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 2 p. 199 - 210
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Route2
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In-stock
34784-05-9 - ~%
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In-stock
922718-57-8
References
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Wang, Qiuping; Lucien, Edlaine; Hashimoto, Akihiro; Pais, Godwin C. G.; Nelson, David M.; Song, Yongsheng; Thanassi, Jane A.; Marlor, Christopher W.; Thoma, Christy L.; Cheng, Jijun; Podos, Steven D.; Ou, Yangsi; Deshpande, Milind; Pucci, Michael J.; Buechter, Douglas D.; Bradbury, Barton J.; Wiles, Jason A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 2 p. 199 - 210
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Route3
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In-stock
73183-34-3 - ~%
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In-stock
922718-57-8
References
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Wang, Qiuping; Lucien, Edlaine; Hashimoto, Akihiro; Pais, Godwin C. G.; Nelson, David M.; Song, Yongsheng; Thanassi, Jane A.; Marlor, Christopher W.; Thoma, Christy L.; Cheng, Jijun; Podos, Steven D.; Ou, Yangsi; Deshpande, Milind; Pucci, Michael J.; Buechter, Douglas D.; Bradbury, Barton J.; Wiles, Jason A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 2 p. 199 - 210
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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-H312-H332
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 21.7
- LogP 1.9737
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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