Lot numbers can be found on the outside label of a product:
(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid
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CAS No. 660852-86-8
- Cat. No. CS-0077403
- Purity≥97%
- MDL No.MFCD06203312
*For research and further manufacturing use only, not for direct human use.
Structure of 660852-86-8
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General Information
- CAS No. 660852-86-8
- Cat. No. CS-0077403
- Purity ≥97%
- MDL No. MFCD06203312
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₅
- Molecular Weight 245.27
- Synonym(s) (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid
- SMILES O=C(N1C(C)(C)OC[C@@H]1C(O)=O)OC(C)(C)C
Description
This chiral oxazolidine derivative features a protected amino acid scaffold with high stereochemical integrity. The tert-butoxycarbonyl group enables stable incorporation into peptide synthesis workflows, while the dimethyl-substituted oxazolidine ring provides enhanced resistance to racemization. Designed for use in solid-phase and solution-phase methodologies, this building block facilitates efficient access to complex peptidomimetics and constrained peptide architectures under standard conditions.
Application
(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid serves as a robust chiral synthon for asymmetric synthesis, enabling efficient access to diverse β-amino acid derivatives. The protected oxazolidine ring exhibits excellent bench stability and facilitates selective deprotection or transformation under mild conditions. Its functional group tolerance supports downstream coupling reactions and heterocycle construction, making it a practical building block in peptide-like scaffold development and medicinal chemistry campaigns.
Synthesis
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Route1
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In-stock
108149-60-6 - ~98%
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In-stock
660852-86-8
References
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Chambers, David J.; Evans, Graham R.; Fairbanks, Antony J. Tetrahedron Asymmetry, 2005 , vol. 16, # 1 p. 45 - 55
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Route2
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In-stock
95715-85-8 - ~%
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In-stock
660852-86-8
References
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Micale, Nicola; Kozikowski, Alan P.; Ettari, Roberta; Grasso, Silvana; Zappala, Maria; Jeong, Jong-Jin; Kumar, Ajay; Hanspal, Manjit; Chishti, Athar H. Journal of Medicinal Chemistry, 2006 , vol. 49, # 11 p. 3064 - 3067
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Route3
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In-stock
24424-99-5 - ~%
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In-stock
660852-86-8
References
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Micale, Nicola; Kozikowski, Alan P.; Ettari, Roberta; Grasso, Silvana; Zappala, Maria; Jeong, Jong-Jin; Kumar, Ajay; Hanspal, Manjit; Chishti, Athar H. Journal of Medicinal Chemistry, 2006 , vol. 49, # 11 p. 3064 - 3067
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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-H315-H319
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Precautionary Statements : P261-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 76.07
- LogP 1.443
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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