(4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one

Base Information

• Chemical Name: (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one
• CAS No.: 1437124-32-7
• Molecular Formula: C₂₅H₄₁NO₄Si
• Molecular Weight: 447.69
• Mol file: 1437124-32-7.mol

Synonyms:(4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one

Chemical Property of (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one

There total 5 articles about (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-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: 95.0%

(S)-5-benzyloxazolidin-2-one (183072-04-0) + (4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoic acid (1437124-26-9) → (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one (1437124-32-7)

Guidance literature:

With pivaloyl chloride; triethylamine; lithium chloride; In tetrahydrofuran; at -20 - 0 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3ra22754e

Reference yield:

ethyl (4S,6S)-7-hydroxy-4,6-dimethylheptanoate (1437124-14-5) → (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one (1437124-32-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

2: lithium hydroxide monohydrate / water; methanol / 2 h / 0 - 25 °C / Inert atmosphere

3: triethylamine; pivaloyl chloride; lithium chloride / tetrahydrofuran / 3 h / -20 - 0 °C / Inert atmosphere

With 1H-imidazole; lithium hydroxide monohydrate; pivaloyl chloride; triethylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1039/c3ra22754e

Reference yield:

ethyl (4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoate (1437124-20-3) → (4S)-4-benzyl-3-((4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl)-1,3-oxazolan-2-one (1437124-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / water; methanol / 2 h / 0 - 25 °C / Inert atmosphere

2: triethylamine; pivaloyl chloride; lithium chloride / tetrahydrofuran / 3 h / -20 - 0 °C / Inert atmosphere

With lithium hydroxide monohydrate; pivaloyl chloride; triethylamine; lithium chloride; In tetrahydrofuran; methanol; water;

DOI:10.1039/c3ra22754e

upstream raw materials:

ethyl (4S,6S)-7-(acetyloxy)-4,6-dimethylheptanoate

(S)-5-benzyloxazolidin-2-one

(4S,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoic acid

ethyl (4S,6S)-7-hydroxy-4,6-dimethylheptanoate

Downstream raw materials:

(4S)-4-benzyl-3-((2S,4R,6S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2,4,6-trimethylheptanoyl)-1,3-oxazolan-2-one

(4S)-4-benzyl-3-[(4R,6R,8S)-4,6,8-trimethyl-9-(tetrahydro-2H-2-pyranyloxy)nonanoyl]-1,3-oxazolan-2-one

(4S)-4-benzyl-3-[(2S,4S,6R,8S)-2,4,6,8-tetramethyl-9-(tetrahydro-2H-2-pyranyloxy)nonanoyl]-1,3-oxazolan-2-one