Lot numbers can be found on the outside label of a product:
tert-Butyl 3-formylazetidine-1-carboxylate
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CAS No. 177947-96-5
- Cat. No. CS-W004759
- Purity≥95%
- MDL No.MFCD06656142
*For research and further manufacturing use only, not for direct human use.
Structure of 177947-96-5
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General Information
- CAS No. 177947-96-5
- Cat. No. CS-W004759
- Purity ≥95%
- MDL No. MFCD06656142
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₅NO₃
- Molecular Weight 185.22
- Synonym(s) Azetidine-3-carboxaldehyde, N1-Boc protected
- SMILES CC(C)(C)OC(=O)N1CC(C1)C=O
Description
tert-Butyl 3-formylazetidine-1-carboxylate features a strained azetidine ring bearing both a formyl group and a tert-butyl ester, enabling direct incorporation into complex heterocyclic scaffolds. The formyl functionality offers high reactivity for nucleophilic additions and oxime formation, while the tert-butyl ester provides stability under basic conditions and ease of subsequent deprotection. This combination supports efficient synthesis of bioactive nitrogen-containing compounds.
Application
tert-Butyl 3-formylazetidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive azetidine-containing scaffolds. The formyl group facilitates efficient imine formation and reductive amination, while the tert-butyl ester offers robust stability and straightforward deprotection under mild acidic conditions. Its strained azetidine ring enhances reactivity in nucleophilic additions and enables access to complex heterocyclic systems relevant to medicinal chemistry.
Synthesis
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Route1
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In-stock
142253-56-3 - ~26%
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In-stock
177947-96-5
References
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WO2010/80357 A1, ; Page/Page column 45-46 ; WO 2010/080357 A1
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Route2
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79-37-8 -
In-stock
142253-56-3
- ~%
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In-stock
177947-96-5
References
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US5977178 A1, ;
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Route3
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201230-82-2
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1248510-38-4
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In-stock
177947-96-5
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200184-45-8
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327605-04-9
References
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Journal of the American Chemical Society, , vol. 132, # 40 p. 14027 - 14029
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Safety Information
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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 : H315-H319-H335
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Precautionary Statements : P261-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 46.61
- LogP 1.0522
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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