tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate

Name: tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 167484-91-5
Cat. No. CS-0047230
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate|CS-0047230

Structure of 167484-91-5

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General Information

CAS No. 167484-91-5
Cat. No. CS-0047230
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₃FN₂O₂
Molecular Weight 306.38
Synonym(s) tert-butyl 5-fluorospiro[indoline-3,4'
SMILES O=C(N1CCC2(C3=CC(F)=CC=C3NC2)CC1)OC(C)(C)C

Description

tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate features a rigid spirocyclic scaffold integrating an electron-deficient indoline and a piperidine ring, enabling precise spatial control in medicinal chemistry. The tert-butyl ester group offers bench-stable protection for amine functionalization, while the fluorine atom enhances metabolic stability and modulates electronic properties. This compound serves as a key building block for targeted synthesis of bioactive molecules.

Application

tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic building block for the construction of fluorinated indoline-piperidine scaffolds prevalent in medicinal chemistry. The tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, while the 5-fluoro substituent provides enhanced metabolic stability and modulates electronic properties. Its spiro architecture offers rigidity and defined stereochemistry, facilitating efficient access to complex heterocycles via standard functionalization protocols.

Synthesis

Route1
- 1279815-77-8
- ~%
- In-stock
  
  167484-91-5
References
- INTERVET INTERNATIONAL B.V.; LUTZ, Juergen; KOCH, Sandra; UPHOFF, Manfred; HECKEROTH, Anja Regina; OEPEN von, Britta; SONDERN, Ulrich Patent: WO2011/95581 A1, 2011 ; Location in patent: Page/Page column 40 ;
Route2
- 138022-91-0
- ~%
- In-stock
  
  167484-91-5
References
- INTERVET INTERNATIONAL B.V.; LUTZ, Juergen; KOCH, Sandra; UPHOFF, Manfred; HECKEROTH, Anja Regina; OEPEN von, Britta; SONDERN, Ulrich Patent: WO2011/95581 A1, 2011 ;
Route3
- 79099-07-3
- ~%
- In-stock
  
  167484-91-5
References
- INTERVET INTERNATIONAL B.V.; LUTZ, Juergen; KOCH, Sandra; UPHOFF, Manfred; HECKEROTH, Anja Regina; OEPEN von, Britta; SONDERN, Ulrich Patent: WO2011/95581 A1, 2011 ;

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 41.57
LogP 3.5199
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Spirol Rings compounds

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tert-Butyl 5-fluorospiro[indoline-3,4'-piperidine]-1'-carboxylate

CAS No. 167484-91-5

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