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tert-Butyl aziridine-1-carboxylate
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CAS No. 97308-23-1
- Cat. No. CS-0079678
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 97308-23-1
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General Information
- CAS No. 97308-23-1
- Cat. No. CS-0079678
- Purity ≥95%
- MDL No. None
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₃NO₂
- Molecular Weight 143.18
- Synonym(s) N-Boc-aziridine
- SMILES O=C(OC(C)(C)C)N1CC1
Description
tert-Butyl aziridine-1-carboxylate delivers a strained, reactive aziridine ring stabilized by a tert-butyl ester group. This bench-stable derivative enables direct incorporation of the aziridine moiety into synthetic sequences, facilitating nucleophilic ring-opening reactions under mild conditions.
Application
tert-Butyl aziridine-1-carboxylate serves as a stable, bench-ready building block for the synthesis of nitrogen-containing heterocycles and chiral intermediates. Its aziridine ring enables regioselective ring-opening reactions with nucleophiles under mild conditions, while the tert-butyl carbamate group offers excellent stability and facile removal via acidolysis. Functions effectively in asymmetric synthesis and peptide-like scaffold construction due to its predictable reactivity and compatibility with diverse functional groups.
Synthesis
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Route1
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151-56-4 -
In-stock
24424-99-5 - ~%
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In-stock
97308-23-1
References
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Cheng, Chien-Chung; Lu, Yen-Lin Chemical Communications, 1998 , # 2 p. 253 - 254
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Route2
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In-stock
158690-56-3 - ~51%
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In-stock
97308-23-1
References
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Noji, Toshiharu; Fujiwara, Hideto; Okano, Kentaro; Tokuyama, Hidetoshi Organic Letters, 2013 , vol. 15, # 8 p. 1946 - 1949
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Route3
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In-stock
26690-80-2 - ~80%
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In-stock
97308-23-1
References
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Gurjar, Mukund K.; Pal, Shashwati; Rama Rao Heterocycles, 1997 , vol. 45, # 2 p. 231 - 234
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS07
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Signal Word : Danger
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UN#: 1993
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Class : 3
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Packing Group : Ⅱ
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Hazard Statements : H225-H315-H319
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Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362+P364-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.31
- LogP 1.2371
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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