(5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one

Base Information

• Chemical Name: (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one
• CAS No.: 219726-42-8
• Molecular Formula: C₂₆H₄₁NO₄Si
• Molecular Weight: 459.701
• Mol file: 219726-42-8.mol

Synonyms:

Chemical Property of (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one

There total 4 articles about (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one 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:

2-(Trimethylsilyl)ethanol (2916-68-9) → (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one (219726-42-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH, 2.) Bu₄NI / 1.) THF, 0 deg C, 10 min; room temperature, 1 h, 2.) room temperature, 1 h; reflux, 4 h

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) -78 deg C, 30 min; 0 deg c, 45 min

3: 91 percent / 2-methyl-propan-2-ol / 2 h / Heating

4: 1.) LDA / 1.) THF, -78 deg C, 30 min; -78 deg C to 0 deg C, 20 min; 0 deg C to -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h; 0 deg C, 30 min

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium diisopropyl amide; In tert-butyl alcohol;

DOI:10.1021/jo981916f

Reference yield:

3-<2-(trimethylsilyl)ethoxy>propyne (100069-92-9) → (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one (219726-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) -78 deg C, 30 min; 0 deg c, 45 min

2: 91 percent / 2-methyl-propan-2-ol / 2 h / Heating

3: 1.) LDA / 1.) THF, -78 deg C, 30 min; -78 deg C to 0 deg C, 20 min; 0 deg C to -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h; 0 deg C, 30 min

With n-butyllithium; lithium diisopropyl amide; In tert-butyl alcohol;

DOI:10.1021/jo981916f

Reference yield:

methyl 4-<β-(trimethylsilyl)ethoxy>-2-butynoate (219726-38-2) → (5R,6R)-4-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-phenyl-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one (219726-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 2-methyl-propan-2-ol / 2 h / Heating

2: 1.) LDA / 1.) THF, -78 deg C, 30 min; -78 deg C to 0 deg C, 20 min; 0 deg C to -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h; 0 deg C, 30 min

With lithium diisopropyl amide; In tert-butyl alcohol;

DOI:10.1021/jo981916f

upstream raw materials:

benzaldehyde

(E)-3-[(S)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-4-(2-trimethylsilanyl-ethoxy)-but-2-enoic acid methyl ester

2-(Trimethylsilyl)ethanol

3-<2-(trimethylsilyl)ethoxy>propyne