tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate

Name: tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate
Brand: ChemScene
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CAS No. 1239589-52-6
Cat. No. CS-0003949
Purity≥97%
MDL No.MFCD09054707

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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+
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tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate|CS-0003949

Structure of 1239589-52-6

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General Information

CAS No. 1239589-52-6
Cat. No. CS-0003949
Purity ≥97%
MDL No. MFCD09054707
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂N₂O₂
Molecular Weight 226.32
Synonym(s) None
SMILES CC(C)(OC(NC1CC2(C1)CC(C2)N)=O)C

Description

tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate features a rigid spirocyclic scaffold that stabilizes the amine functionality, enabling straightforward derivatization in synthetic sequences. This bench-stable carbamate protects the primary amine with orthogonal cleavage compatibility, facilitating efficient incorporation into complex molecular architectures.

Application

tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate serves as a versatile, bench-stable building block for the synthesis of spirocyclic scaffolds prevalent in medicinal chemistry. The tert-butyl carbamate group enables efficient protection and deprotection under mild conditions, while the 6-aminospiro[3.3]heptane core provides a rigid, three-dimensional framework ideal for probing stereochemical effects in target molecules. Its compatibility with standard coupling reactions and tolerance to diverse functional groups facilitate streamlined access to complex heterocycles and API intermediates.

Synthesis

Route1
- 1239589-53-7
- ~80%
- In-stock
  
  1239589-52-6
References
- Radchenko, Dmytro S.; Pavlenko, Sergiy O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Shishkina, Svitlana V.; Shishkin, Oleg V.; Komarov, Igor V. Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5941 - 5952
Route2
- 1239589-51-5
- ~83%
- In-stock
  
  1239589-52-6
References
- Radchenko, Dmytro S.; Pavlenko, Sergiy O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Shishkina, Svitlana V.; Shishkin, Oleg V.; Komarov, Igor V. Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5941 - 5952

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 64.35
LogP 1.781
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Spirol Rings compounds

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

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tert-Butyl (6-aminospiro[3.3]heptan-2-yl)carbamate

CAS No. 1239589-52-6

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