Lot numbers can be found on the outside label of a product:
tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate
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CAS No. 247068-82-2
- Cat. No. CS-M2423
- Purity≥98%
- MDL No.MFCD22573306
*For research and further manufacturing use only, not for direct human use.
Structure of 247068-82-2
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General Information
- CAS No. 247068-82-2
- Cat. No. CS-M2423
- Purity ≥98%
- MDL No. MFCD22573306
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₅NO₄
- Molecular Weight 271.35
- Synonym(s) tert-butyl 4-methyl-1-(2-methyloxiran-2-yl)-1-oxopentan-2-ylcarbamate
- SMILES O=C(OC(C)(C)C)N[C@H](C([C@]1(C)OC1)=O)CC(C)C
Description
This chiral carbamate features a tert-butyl-protected amine integrated with a sterically hindered, electron-deficient oxirane ring. The (S)-4-methyl and (R)-2-methyloxiran-2-yl moieties enable precise stereochemical control in asymmetric synthesis. Designed for robust handling, it serves as a key intermediate in the construction of complex nitrogen-containing scaffolds under standard conditions.
Application
tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate serves as a versatile chiral building block for asymmetric synthesis, featuring a stereodefined epoxide and protected amine. The oxirane moiety enables regioselective ring-opening reactions under mild conditions, while the tert-butoxycarbonyl (Boc) group offers robust protection and facile deprotection. This scaffold facilitates access to complex, enantiomerically pure intermediates relevant to medicinal chemistry campaigns involving β-amino alcohol motifs and functionalized heterocycles.
Synthesis
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Route1
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In-stock
247068-81-1 - ~25%
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In-stock
247068-82-2
References
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CREIGHTON UNIVERSITY; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MURRAY, Thomas F.; GERWICK, William H.; PEREIRA-BADILLA, Alban R.; KALE, Andrew; BYRUM, Tara; DEBONSI, Hosana; MOORE, Bradley S.; GILSON, Michael Kenneth; FENLEY, Andrew Patent: WO2013/9923 A1, 2013 ; Location in patent: Sheet 4; 5 ;
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Route2
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87694-50-6 - ~%
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In-stock
247068-82-2
References
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CREIGHTON UNIVERSITY; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MURRAY, Thomas F.; GERWICK, William H.; PEREIRA-BADILLA, Alban R.; KALE, Andrew; BYRUM, Tara; DEBONSI, Hosana; MOORE, Bradley S.; GILSON, Michael Kenneth; FENLEY, Andrew Patent: WO2013/9923 A1, 2013 ;
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Route3
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In-stock
13139-15-6 - ~%
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In-stock
247068-82-2
References
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CENTRAX INTERNATIONAL, INC.; FAN, Xiaoqing, Michelle; CEN, Jian, James Patent: WO2014/18807 A1, 2014 ;
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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 67.93
- LogP 2.2838
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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