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

Name: tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 478837-18-2
Cat. No. CS-0041898
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate|CS-0041898

Structure of 478837-18-2

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General Information

CAS No. 478837-18-2
Cat. No. CS-0041898
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) N-Boc-3-hydroxy-8-azabicyclo[3.2.1]octane
SMILES OC1C[C@H]2CC[C@@H](C1)N2C(OC(C)(C)C)=O

Description

tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate features a rigid bicyclic scaffold with a hydroxyl group at C3 and a bench-stable tert-butyl ester at C8, enabling direct functionalization in medicinal chemistry. This configuration supports stereoselective transformations and facilitates the synthesis of complex nitrogen-containing heterocycles relevant to CNS-targeted drug discovery.

Application

tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate serves as a versatile bicyclic scaffold for medicinal chemistry, enabling access to constrained nitrogen-containing heterocycles. The pendant hydroxyl group offers a handle for selective derivatization, while the tert-butyl ester facilitates straightforward deprotection under mild acidic conditions. Its stereochemically defined framework provides structural rigidity beneficial in target-oriented synthesis and conformational analysis.

Synthesis

Route1
- In-stock
  
  185099-67-6
- ~94%
- In-stock
  
  478837-18-2
References
- EXELIXIS, INC.; RICE, Kenneth Patent: WO2012/71509 A2, 2012 ; Location in patent: Page/Page column 166 ; WO 2012/071509 A2
Route2
- 7432-11-3
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  478837-18-2
References
- Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar Patent: US2005/209226 A1, 2005 ; US 20050209226 A1

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 49.77
LogP 1.9092
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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

CAS No. 478837-18-2

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