tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate

Name: tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 240401-27-8
Cat. No. CS-B0025
Purity≥97%
MDL No.MFCD11035887

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tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate|CS-B0025

Structure of 240401-27-8

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General Information

CAS No. 240401-27-8
Cat. No. CS-B0025
Purity ≥97%
MDL No. MFCD11035887
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-oxa-7-azaspiro[3.5]nonan-7-carboxylate
SMILES O=C(OC(C)(C)C)N(CC1)CCC21COC2

Description

tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate is a sterically shielded spirocyclic heterocycle featuring a stable oxazepine core and a bench-stable tert-butyl ester. This scaffold integrates a nitrogen atom at the spiro junction and an oxygen bridge, enabling precise control over conformational rigidity and solubility. The protected carboxylate group facilitates downstream derivatization in synthetic sequences involving macrocyclization or medicinal chemistry optimization.

Application

tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry, enabling the construction of constrained heterocycles with defined stereochemistry. The protected amine and ester functionalities offer orthogonal reactivity, facilitating downstream transformations such as hydrogenolysis, hydrolysis, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for iterative synthesis and library generation.

Synthesis

Route1
- 374794-85-1
- ~71%
- In-stock
  
  240401-27-8
References
- Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John Patent: US2003/236250 A1, 2003 ; Location in patent: Page 28 ;

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

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Computational Chemistry Data

TPSA 38.77
LogP 2.0339
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Oxetane compounds

Key Words

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tert-Butyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate

CAS No. 240401-27-8

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