tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate

Name: tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1239319-91-5
Cat. No. CS-W022990
Molecule weight227.30
Purity≥95%
MDL No.MFCD18073249

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate|CS-W022990

Structure of 1239319-91-5

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General Information

CAS No. 1239319-91-5
Cat. No. CS-W022990
Purity ≥95%
MDL No. MFCD18073249
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₃
Molecular Weight 227.30
Synonym(s) tert-butyl 2-(tosyloxy)-6-azaspiro[3.4]octane-6-carboxylate
SMILES O=C(N(CC1)CC21CC(O)C2)OC(C)(C)C

Description

tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate features a rigid spirocyclic scaffold with a hydroxyl group and a protected amine, enabling selective functionalization in complex molecule synthesis. This bench-stable, moisture-tolerant intermediate facilitates efficient access to nitrogen-containing heterocycles through orthogonal deprotection strategies.

Application

tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry applications, offering a rigid, three-dimensional core with orthogonal functional handles. The tertiary alcohol enables selective derivatization, while the protected amine and ester groups tolerate standard coupling and reduction conditions. Its bench-stable nature and compatibility with diverse transformations make it ideal for building complex heterocyclic libraries and API intermediates.

Synthesis

Route1
- In-stock
  
  203661-71-6
- ~64%
- In-stock
  
  1239319-91-5
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M. Patent: US2014/45813 A1, 2014 ; Location in patent: Paragraph 0114 ;
Route2
- In-stock
  
  114214-71-0
- ~%
- In-stock
  
  1239319-91-5
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M. Patent: US2014/45813 A1, 2014 ;

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 1.7683
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 Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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tert-Butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate

CAS No. 1239319-91-5

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