(1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol

Base Information

• Chemical Name: (1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol
• CAS No.: 21473-16-5
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.159
• European Community (EC) Number: 853-890-5
• Mol file: 21473-16-5.mol

Synonyms:(1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol;21473-16-5;(3R,4S)-1-azabicyclo[2.2.1]heptan-3-ol;rel-(1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol;142034-93-3;(3R, 4S)-1-azabicyclo[2.2.1]heptan-3-ol;D76450

Chemical Property of (1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol

Chemical Property:

• Boiling Point: 185.4±23.0 °C(Predicted)
• PKA: 14.95±0.20(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN2CC1C(C2)O
• Isomeric SMILES: C1CN2C[C@H]1[C@H](C2)O

Technology Process of (1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol

There total 3 articles about (1R,3R,4S)-1-Azabicyclo[2.2.1]heptan-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

1-azabicyclo[2.2.1]heptan-3-one (21472-89-9) → endo-3-hydroxy-1-azabicyclo<2.2.1>heptane (21473-16-5,21473-18-7,138741-10-3,141952-14-9,142034-92-2,142034-93-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 5h; Ambient temperature;

DOI:10.1021/jm00091a007

Reference yield:

1-<(ethoxycarbonyl)methyl>-3-(methoxycarbonyl)pyrrolidine (142483-57-6) → endo-3-hydroxy-1-azabicyclo<2.2.1>heptane (21473-16-5,21473-18-7,138741-10-3,141952-14-9,142034-92-2,142034-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / potassium tert-butoxide / toluene / 2 h / Heating

2: 85 percent / H₂ / PtO₂ / ethanol / 5 h / Ambient temperature

With potassium tert-butylate; hydrogen; platinum(IV) oxide; In ethanol; toluene;

DOI:10.1021/jm00091a007

Reference yield:

(1S,4R)-1-Aza-bicyclo[2.2.1]heptan-3-one → (+/-)-endo azabicyclo<2.2.1>heptan-3-ol (21473-16-5,21473-18-7,138741-10-3,141952-14-9,142034-92-2,142034-93-3)

Guidance literature:

With sodium hydroxide; hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1016/S0960-894X(99)00313-3

upstream raw materials:

1-azabicyclo[2.2.1]heptan-3-one

1-<(ethoxycarbonyl)methyl>-3-(methoxycarbonyl)pyrrolidine

Downstream raw materials:

(3S,4R)-3-Fluoro-1-aza-bicyclo[2.2.1]heptane

exo-azabicyclo<2.2.1>heptan-3-thiol