Lot numbers can be found on the outside label of a product:
(S)-2-(2-Bromophenyl)-4-(tert-butyl)-4,5-dihydrooxazole
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CAS No. 154701-60-7
- Cat. No. CS-0198956
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 154701-60-7
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General Information
- CAS No. 154701-60-7
- Cat. No. CS-0198956
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₆BrNO
- Molecular Weight 282.18
- Synonym(s) (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE
- SMILES CC(C)(C)[C@H]1COC(=N1)C2=CC=CC=C2Br
Description
This chiral oxazole features a (S)-configured stereocenter at the 2-position, bearing a bromophenyl group and a sterically hindered tert-butyl substituent. The fused dihydrooxazole ring system imparts stability and facilitates selective functionalization in asymmetric synthesis. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and natural product synthesis under standard bench conditions.
Application
(S)-2-(2-Bromophenyl)-4-(tert-butyl)-4,5-dihydrooxazole serves as a versatile chiral building block for medicinal chemistry and catalytic synthesis. Its structure combines a brominated aryl group with a sterically hindered tert-butyl substituent, enabling robust cross-coupling reactions while maintaining configurational stability. The dihydrooxazole ring functions as a masked oxazoline derivative, facilitating downstream transformations such as ring expansion or functionalization under mild conditions. Ideal for sequential C–H activation and transition-metal-catalyzed coupling workflows, this compound offers excellent bench stability and ease of purification, making it well-suited for scalable synthetic applications.
Synthesis
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Route1
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402755-63-9 - ~94%
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In-stock
154701-60-7
References
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Kraut, Michael R.; Mohr, Justin T.; Stoltz, Brian M.; Schumacher, Andreas; Pfaltz, Andreas Organic Syntheses, 2009 , vol. 86, p. 181 - 193
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Route2
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In-stock
112245-13-3 - ~%
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In-stock
154701-60-7
References
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Campbell Bourland; Carter, Rich G.; Yokochi, Alexandre F. T. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 9 p. 1315 - 1329
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Route3
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7154-66-7
- ~%
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In-stock
154701-60-7
References
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Campbell Bourland; Carter, Rich G.; Yokochi, Alexandre F. T. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 9 p. 1315 - 1329
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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 21.59
- LogP 3.6406
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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