(1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol

Base Information

• Chemical Name: (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol
• CAS No.: 448949-63-1
• Molecular Formula: C7H13NO
• Molecular Weight: 127.18400
• European Community (EC) Number: 826-840-5
• DSSTox Substance ID: DTXSID30467147
• Wikidata: Q76421577
• Mol file: 448949-63-1.mol

Synonyms:448949-63-1;(1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol;[(1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl]methanol;(1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-ylmethanol;SCHEMBL2158078;DTXSID30467147;CKGOIZORGVFPFX-RRKCRQDMSA-N;AKOS006237202;EN300-50453;Z291279236

Chemical Property of (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol

Chemical Property:

• PSA: 32.26000
• LogP: 0.44800
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 127.099714038
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(N2)CO
• Isomeric SMILES: C1C[C@@H]2C[C@H]1[C@H](N2)CO

Technology Process of (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol

There total 7 articles about (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol 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: 100.0%

(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid hydrogen chloride (448949-65-3,448949-66-4) → (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol (448949-63-1,347381-85-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield: 90.0%

{(1R,3S,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-3-yl}methanol (499137-90-5) → (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol (448949-63-1,347381-85-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 45 ℃; for 24h; under 7600 Torr;

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1R,3S,4S)-2-azabicyclo[2.2.1]hept-3-ylmethanol (448949-63-1,347381-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.18 g / TFA; BF₃*Et₂O / CH₂Cl₂ / 7 h / -78 °C

2: 98 percent / H₂ / Raney Ni / tetrahydrofuran / 750.06 Torr

3: 90 percent / H₂ / 10 percent Pd/C / methanol / 24 h / 45 °C / 7600 Torr

With boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; dichloromethane; 1: aza-Diels-Alder reaction;

upstream raw materials:

ethyl (1R,3S,4S)-2-azabicyclo[2.2.1]heptane-3-carboxylate hydrochloride

{(1R,3S,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-3-yl}methanol

cyclopenta-1,3-diene

(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carbaldehyde