tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate

Name: tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 637301-19-0
Cat. No. CS-0035611
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate|CS-0035611

Structure of 637301-19-0

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General Information

CAS No. 637301-19-0
Cat. No. CS-0035611
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₃
Molecular Weight 225.28
Synonym(s) 8-Oxo-3-aza-bicyclo[3.2.1]octane-3-carboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1CC2CCC(C1)C2=O

Description

tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate features a rigid, electron-deficient bicyclic core with a strategically positioned ketone and carbamate group. This scaffold enables direct incorporation into complex alkaloid syntheses, offering enhanced stereocontrol and stability under standard conditions.

Application

tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry and synthetic methodology development. The molecule features a rigid, polycyclic framework with a ketone at C8 and a protected carboxylic acid at C3, enabling selective functionalization. Its tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The azabicyclic core provides defined stereochemistry and conformational restraint, making it valuable for targeted library synthesis and structure-activity studies involving nitrogen-containing heterocycles.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  83507-33-9
- ~%
- In-stock
  
  637301-19-0
References
- DAINIPPON SUMITOMO PHARMA CO., LTD.; MIZUNO, Kazuhiro; IKEDA, Junya; NAKAMURA, Takanori; IWATA, Masato; OTAKA, Hiromichi; GOTO, Nana Patent: WO2012/169649 A1, 2012 ; Location in patent: Page/Page column 207; 208 ; WO 2012/169649 A1
Route2
- 120-92-3
- ~%
- In-stock
  
  637301-19-0
References
- DAINIPPON SUMITOMO PHARMA CO., LTD.; MIZUNO, Kazuhiro; IKEDA, Junya; NAKAMURA, Takanori; IWATA, Masato; OTAKA, Hiromichi; GOTO, Nana Patent: WO2012/169649 A1, 2012 ; WO 2012/169649 A1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 46.61
LogP 1.8324
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

637301-19-0 sigma637301-19-0 manufacturer637301-19-0 price637301-19-0 structure637301-19-0 SDSbuy 637301-19-0637301-19-0 supplier637301-19-0 uses637301-19-0 molecular weightprice of 637301-19-0637301-19-0 chemical name formula of 637301-19-0

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tert-Butyl 8-oxo-3-azabicyclo[3.2.1]octane-3-carboxylate

CAS No. 637301-19-0

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