Lot numbers can be found on the outside label of a product:
(1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid
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CAS No. 159622-10-3
- Cat. No. CS-B0185
- Purity≥97%
- MDL No.MFCD11042412
*For research and further manufacturing use only, not for direct human use.
Structure of 159622-10-3
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General Information
- CAS No. 159622-10-3
- Cat. No. CS-B0185
- Purity ≥97%
- MDL No. MFCD11042412
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₇NO₄
- Molecular Weight 227.26
- Synonym(s) None
- SMILES O=C([C@@]1(NC(OC(C)(C)C)=O)C[C@H]1C=C)O
Description
This cyclopropane derivative features a tert-butoxycarbonyl-protected amine and a pendant ethenyl group, enabling direct incorporation into peptide synthesis workflows. The rigid cyclopropane scaffold imparts conformational constraint, while the bench-stable protecting group simplifies handling and purification under standard conditions.
Application
(1R,2S)-1-{[(tert-butoxy)carbonyl]amino}-2-ethenylcyclopropane-1-carboxylic acid serves as a versatile cyclopropyl amino acid building block for peptide and heterocyclic synthesis. The protected amine and terminal alkene enable orthogonal functionalization, facilitating palladium-catalyzed couplings and cyclization reactions. Bench-stable and readily purified by flash chromatography, it functions effectively in solid-phase synthesis and API precursor development.
Synthesis
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Route1
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In-stock
159622-09-0 - ~99%
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In-stock
159622-10-3
References
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Gilead Sciences, Inc. Patent: US2009/47252 A1, 2009 ; Location in patent: Page/Page column 33-34 ;
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Route2
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1265883-97-3 - ~99%
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In-stock
159622-10-3
References
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IDENIX PHARMACEUTICALS, INC.; PARSY, Christophe Claude; ALEXANDRE, Francois-Rene; LEROY, Frederic; CONVARD, Thierry; SURLERAUX, Dominique Patent: WO2011/17389 A1, 2011 ; Location in patent: Page/Page column 130 ; WO 2011/017389 A1
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Route3
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In-stock
259217-95-3 - ~96%
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In-stock
159622-10-3
References
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REF PHARMA, LLC.; COATS, Steven, J. Patent: WO2013/106689 A1, 2013 ; Location in patent: Page/Page column 24 ;
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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 75.63
- LogP 1.5404
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 3
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Other Classifications
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- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives
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Key Words
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