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

Name: tert-Butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 878167-55-6
Cat. No. CS-0038857
Purity≥95%
MDL No.MFCD10696106

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate|CS-0038857

Structure of 878167-55-6

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General Information

CAS No. 878167-55-6
Cat. No. CS-0038857
Purity ≥95%
MDL No. MFCD10696106
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₃BrN₂O₂
Molecular Weight 367.28
Synonym(s) tert-butyl 5-bromo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC2(CC1)CNC3=CC=C(C=C32)Br

Description

tert-Butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate is a sterically hindered spirocyclic building block featuring a brominated indoline core fused to a piperidine ring. This configuration enables direct functionalization at the 5-position via cross-coupling reactions, while the tert-butyl carbamate group provides stability and convenient deprotection under mild acidic conditions. The molecule’s rigid three-dimensional structure enhances selectivity in medicinal chemistry applications.

Application

tert-Butyl 5-bromospiro[indoline-3,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry, enabling efficient access to complex indoline-piperidine architectures. The bromine handle facilitates palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate group offers stability and convenient deprotection under mild acidic conditions. Its rigid spirocyclic core enhances conformational control in target molecule synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 41.57
LogP 4.1433
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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

CAS No. 878167-55-6

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