tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

Name: tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 928754-14-7
Cat. No. CS-0046649
Purity≥97%
MDL No.MFCD09056864

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tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate|CS-0046649

Structure of 928754-14-7

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General Information

CAS No. 928754-14-7
Cat. No. CS-0046649
Purity ≥97%
MDL No. MFCD09056864
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₂
Molecular Weight 212.29
Synonym(s) tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3
SMILES O=C(N1CC2NCC2CC1)OC(C)(C)C

Description

tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate is a bench-stable, sterically hindered nitrogen heterocycle featuring a protected amine and a rigid bicyclic framework. This structure enables efficient coupling reactions and serves as a key intermediate in asymmetric synthesis and catalyst design.

Application

tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate serves as a versatile scaffold for medicinal chemistry and catalysis research, enabling efficient access to constrained bicyclic amines. Its tert-butyl carbamate group offers excellent stability and facilitates straightforward deprotection under mild acidic conditions. The molecule exhibits strong basicity and functional group tolerance, making it well-suited for use in transition metal-catalyzed couplings and as a chiral auxiliary or ligand in asymmetric synthesis.

Synthesis

Route1
- 1166756-90-6
- ~91%
- In-stock
  
  928754-14-7
References
- JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50202 A1, 2011 ; Location in patent: Page/Page column 46 ; WO 2011/050202 A1
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  928754-14-7
References
- JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50200 A1, 2011 ; WO 2011/050200 A1
Route3
- In-stock
  
  71233-25-5
- ~%
- In-stock
  
  928754-14-7
References
- JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50200 A1, 2011 ; WO 2011/050200 A1

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 41.57
LogP 1.2152
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

CAS No. 928754-14-7

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