(2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane

Base Information

• Chemical Name: (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane
• CAS No.: 1355254-31-7
• Molecular Formula: C₂₇H₂₄N₂O
• Molecular Weight: 392.5
• Mol file: 1355254-31-7.mol

Synonyms:

Chemical Property of (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane

There total 7 articles about (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane 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:

C27H26N2O → (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane (1355254-31-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c1ob06496g

Reference yield:

(1S,2S)-2-[(tert-butyldiphenylsiloxy)methyl]-1-(formylmethyl)cyclopropane (1046470-60-3) → (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane (1355254-31-7)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium cyanide / ethanol / 0.5 h / 0 °C / Inert atmosphere

2: ammonia / ethanol / 24 h / 120 °C / Inert atmosphere; Saturated solution

3: pyridine / 12 h / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

5: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

With pyridine; sodium cyanide; tetrabutyl ammonium fluoride; ammonia; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1039/c1ob06496g

Reference yield:

C23H30O2Si → (2S,3S)-4-formyl-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane (1355254-31-7)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / water; acetone / 0 h / 0 °C

2: sodium cyanide / ethanol / 0.5 h / 0 °C / Inert atmosphere

3: ammonia / ethanol / 24 h / 120 °C / Inert atmosphere; Saturated solution

4: pyridine / 12 h / 20 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

6: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; sodium cyanide; tetrabutyl ammonium fluoride; ammonia; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;

DOI:10.1039/c1ob06496g

upstream raw materials:

(1S,2S)-2-[(tert-butyldiphenylsiloxy)methyl]-1-(formylmethyl)cyclopropane

(2S,3S)-4-tert-butyldiphenylsilyloxy-2,3-methano-1-(1-triphenylmethyl-1H-imidazol-4-yl)butane

(1R,2S)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane

Downstream raw materials:

(2S,3S)-4-(4-chlorobenzylamino)-2,3-methano-1-(1H-imidazol-4-yl)butane