(1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane

Base Information

• Chemical Name: (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane
• CAS No.: 1394910-40-7
• Molecular Formula: C₁₅H₂₂N₂
• Molecular Weight: 230.353
• Mol file: 1394910-40-7.mol

Synonyms:(1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane

Chemical Property of (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane

There total 5 articles about (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane 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: 92.0%

(1S,4S,5R)-2-[(S)-1-phenylethyl]-4-azido-2-azabicyclo[3.2.1]octane (1394910-35-0) → (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane (1394910-40-7)

Guidance literature:

With triphenylphosphine; In methanol; Reflux;

DOI:10.1016/j.tet.2012.07.028

Reference yield:

(1S,3R,4R)-2-[(S)-1-phenylethyl]-3-hydroxymethyl-2-azabicyclo[2.2.1]heptane (215674-16-1) → (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane (1394910-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / toluene; benzene / Inert atmosphere

2: triphenylphosphine / methanol / Reflux

With hydrogen azide; triphenylphosphine; diethylazodicarboxylate; In methanol; toluene; benzene;

DOI:10.1016/j.tet.2012.07.028

Reference yield:

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester (223505-12-2) → (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane (1394910-40-7)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium on activated charcoal; hydrogen; potassium carbonate

2: lithium aluminium tetrahydride

3: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / toluene; benzene / Inert atmosphere

4: triphenylphosphine / methanol / Reflux

With lithium aluminium tetrahydride; hydrogen azide; palladium on activated charcoal; hydrogen; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In methanol; toluene; benzene;

DOI:10.1016/j.tet.2012.07.028

upstream raw materials:

(1S,4S,5R)-2-[(S)-1-phenylethyl]-4-azido-2-azabicyclo[3.2.1]octane

(S)-1-phenyl-ethylamine

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester

(1S,3R,4R)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester

Downstream raw materials:

N-((1S,4S,5R)-2-((S)-1-phenylethyl)-2-azabicyclo[3.2.1]octan-4-yl)pyrrolidine-2-carboxamide