tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Name: tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 240401-09-6
Cat. No. CS-D0632
Purity≥95%
MDL No.MFCD09749842

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tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate|CS-D0632

Structure of 240401-09-6

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General Information

CAS No. 240401-09-6
Cat. No. CS-D0632
Purity ≥95%
MDL No. MFCD09749842
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₄
Molecular Weight 257.33
Synonym(s) N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL
SMILES O=C(OC(C)(C)C)N1CCC2(OCC(O)C2)CC1

Description

tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate features a spirocyclic scaffold integrating a hydroxyl group and a protected amine, offering enhanced stability and controlled reactivity. This bench-stable, moisture-tolerant building block facilitates efficient access to complex heterocyclic architectures in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry, enabling efficient access to constrained heterocyclic scaffolds. The pendant hydroxyl group supports selective derivatization, while the tert-butyl ester facilitates straightforward deprotection under mild acidic conditions. Its rigid spiro structure enhances conformational control, improving target binding affinity in lead optimization campaigns.

Synthesis

Route1
- 757239-75-1
- ~49%
- In-stock
  
  240401-09-6
References
- MERCK SHARP and DOHME LIMITED Patent: WO2004/78750 A1, 2004 ; Location in patent: Page 88-89 ; WO 2004/078750 A1
Route2
- 203662-51-5
- ~35%
- In-stock
  
  240401-09-6
References
- PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane Patent: WO2010/58318 A1, 2010 ; Location in patent: Page/Page column 26 ; WO 2010/058318 A1
Route3
- 240401-08-5
- ~%
- In-stock
  
  240401-09-6
References
- US6498159 B1, ;

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 59
LogP 1.5373
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

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tert-Butyl 3-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

CAS No. 240401-09-6

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