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Benzyl (3-oxocyclobutyl)carbamate
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CAS No. 130369-36-7
- Cat. No. CS-0018923
- Purity≥95%
- MDL No.MFCD13152267
*For research and further manufacturing use only, not for direct human use.
Structure of 130369-36-7
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General Information
- CAS No. 130369-36-7
- Cat. No. CS-0018923
- Purity ≥95%
- MDL No. MFCD13152267
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₃NO₃
- Molecular Weight 219.24
- Synonym(s) (3-Oxocyclobutyl)carbamic acid benzyl ester; N-(Benzyloxycarbonyl)-3-amino-1-cyclobutanone
- SMILES O=C(OCC1=CC=CC=C1)NC2CC(C2)=O
Description
Benzyl (3-oxocyclobutyl)carbamate delivers a reactive cyclobutane scaffold with a carbamate-protected amine, enabling direct functionalization in complex molecule synthesis. The strained cyclobutane ring facilitates unique cyclization pathways, while the benzyl carbamate group offers orthogonal stability and convenient deprotection under mild conditions. This compound serves as a key building block for bioactive heterocycles and peptide mimetics.
Application
Benzyl (3-oxocyclobutyl)carbamate serves as a versatile synthon in synthetic organic chemistry, enabling controlled introduction of the 3-oxocyclobutyl moiety into target molecules. The carbamate group facilitates mild deprotection under acidic conditions, while the ketone functionality supports standard transformations such as nucleophilic addition and enolization. Its bench stability and compatibility with common reaction conditions make it a practical choice for building complex cyclic frameworks in medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
23761-23-1 - ~%
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In-stock
130369-36-7
References
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EP1256578 A1, ; Page 15 ; EP 1256578 A1
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References
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EPIZYME, INC.; OLHAVA, Edward, James; CHESWORTH, Richard; KUNTZ, Kevin, Wayne; RICHON, Victoria, Marie; POLLOCK, Roy, Macfarlane; DAIGLE, Scott, Richard Patent: WO2012/75381 A1, 2012 ; Location in patent: Page/Page column 210 ; WO 2012/075381 A1
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Route3
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In-stock
96-50-4 -
75-77-4 - ~%
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In-stock
130369-36-7
References
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US2003/78252 A1, ; US 20030078252 A1
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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 55.4
- LogP 1.6443
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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