(S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Base Information

• Chemical Name: (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one
• CAS No.: 212205-66-8
• Molecular Formula: C₂₆H₄₀O₃SSi
• Molecular Weight: 460.753
• Mol file: 212205-66-8.mol

Synonyms:(S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Chemical Property of (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

There total 7 articles about (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-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: 81.0%

(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one (184435-75-4) + tert-Butyl-((R)-1-iodomethyl-oct-7-ynyloxy)-dimethyl-silane (212205-65-7) → (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one (212205-66-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Ambient temperature;

DOI:10.1021/jo9810765

Reference yield:

(phenylthio)acetic acid (103-04-8) → (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one (212205-66-8)

Guidance literature:

Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran / Ambient temperature

2: pTsOH / benzene / Ambient temperature

3: 81 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / Ambient temperature

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; benzene;

DOI:10.1021/jo9810765

Reference yield:

(S)-4-Hydroxy-2-phenylsulfanyl-pentanoic acid (288585-37-5) → (S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-non-8-ynyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one (212205-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pTsOH / benzene / Ambient temperature

2: 81 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / Ambient temperature

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; benzene;

DOI:10.1021/jo9810765

upstream raw materials:

(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

tert-Butyl-((R)-1-iodomethyl-oct-7-ynyloxy)-dimethyl-silane

(phenylthio)acetic acid

(S)-4-Hydroxy-2-phenylsulfanyl-pentanoic acid