C₁₅H₂₂N₂

Base Information

• Chemical Name: C₁₅H₂₂N₂
• CAS No.: 1026452-72-1
• Molecular Formula: C₁₅H₂₂N₂
• Molecular Weight: 230.353
• Mol file: 1026452-72-1.mol

Synonyms:C₁₅H₂₂N₂

Chemical Property of C₁₅H₂₂N₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₅H₂₂N₂

There total 8 articles about C₁₅H₂₂N₂ 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:

(7S)-7-amino-7-methyl-4-oxo-5-[(1R)-phenylethyl]-5-azaspiro[2.4]heptane → C15H22N2 (1026452-72-1)

Guidance literature:

(7S)-7-amino-7-methyl-4-oxo-5-[(1R)-phenylethyl]-5-azaspiro[2.4]heptane; With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 0 - 70 ℃; for 0.416667h;

With sodium hydroxide; water; In toluene; at 0 ℃;

Reference yield:

tert-butyl (3S)-4-(2-hydroxyethyl)-3-methyl-5-oxo-1-[(R)-1-phenylethyl]pyrrolidine-3-carboxylate (915302-98-6) → C15H22N2 (1026452-72-1)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine; dmap / dichloromethane / 19 h / 20 °C / Cooling with ice

2: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

4: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 20 °C / Reflux

5: hydrogenchloride / water; 1,4-dioxane / 1 h / 50 °C

6: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.42 h / 80 °C

With hydrogenchloride; dmap; diphenyl phosphoryl azide; sodium hexamethyldisilazane; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; 4: |Curtius Rearrangement;

DOI:10.1021/jm301650g

Reference yield:

(3S)-4-[2-(benzenesulfonyl)oxyethyl]-3-methyl-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester → C15H22N2 (1026452-72-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

3: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 20 °C / Reflux

4: hydrogenchloride / water; 1,4-dioxane / 1 h / 50 °C

5: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.42 h / 80 °C

With hydrogenchloride; diphenyl phosphoryl azide; sodium hexamethyldisilazane; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; 3: |Curtius Rearrangement;

DOI:10.1021/jm301650g

upstream raw materials:

tert-butyl (3S)-3-methyl-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylate

tert-butyl (3S)-4-(2-hydroxyethyl)-3-methyl-5-oxo-1-[(R)-1-phenylethyl]pyrrolidine-3-carboxylate

tert-butyl (7S)-7-methyl-4-oxo-5-[(R)-1-phenylethyl]-5-azaspiro[2.4]heptan-7-carboxylate

(7S)-7-methyl-4-oxo-5-[(1R)-phenylethyl]-5-azaspiro[2.4]heptane-7-carboxylic acid

Downstream raw materials:

(-)-(7S)-7-t-butoxycarbonylamino-7-methyl-5-azaspiro[2.4]heptane

(7S)-7-(tert-butoxycarbonylamino)-7-methyl-5-[(R)-1-phenylethyl]-5-azaspiro[2.4]heptane