exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

Name: exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 419572-18-2
Cat. No. CS-0037149
Purity≥95%
MDL No.MFCD14525755

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol|CS-0037149

Structure of 419572-18-2

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General Information

CAS No. 419572-18-2
Cat. No. CS-0037149
Purity ≥95%
MDL No. MFCD14525755
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight None
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1C[C@H]2[C@@H](C1)[C@@H]2CO

Description

exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol delivers a rigid, stereochemically defined scaffold for medicinal chemistry applications. The Boc-protected amine and pendant methanol group enable direct functionalization or derivatization under standard conditions. This bench-stable, moisture-tolerant building block integrates readily into complex molecular architectures.

Application

exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol serves as a conformationally constrained, stereochemically defined building block for medicinal chemistry and synthetic organic applications. The Boc-protected amine enables facile deprotection under mild acidic conditions, while the terminal hydroxyl group supports orthogonal functionalization via esterification or ether formation. Its rigid bicyclic scaffold provides predictable spatial orientation, enhancing selectivity in target-directed synthesis. The compound exhibits excellent bench stability and compatibility with standard coupling and reduction protocols.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  134575-13-6
- ~%
- In-stock
  
  419572-18-2
References
- US2002/94989 A1, ; US 20020094989 A1
Route2
- 185561-91-5
- In-stock
  
  24424-99-5
- ~93%
- In-stock
  
  419572-18-2
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 11 p. 2974 - 2976
Route3
- 134575-37-4
- ~88%
- In-stock
  
  419572-18-2
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 16 p. 4741 - 4744

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 49.77
LogP 1.0916
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

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exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

CAS No. 419572-18-2

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