Silane, (1,1-dimethylethyl)dimethyl[(2S)-2-[(2R,5S)-tetrahydro-5-[(2S)-2-(phenyl methoxy)propyl]-2-furanyl]propoxy]-

Base Information

• Chemical Name: Silane, (1,1-dimethylethyl)dimethyl[(2S)-2-[(2R,5S)-tetrahydro-5-[(2S)-2-(phenyl methoxy)propyl]-2-furanyl]propoxy]-
• CAS No.: 537711-60-7
• Molecular Formula: C23H40O3Si
• Molecular Weight: 392.654
• Mol file: 537711-60-7.mol

Synonyms:

Chemical Property of Silane, (1,1-dimethylethyl)dimethyl[(2S)-2-[(2R,5S)-tetrahydro-5-[(2S)-2-(phenyl methoxy)propyl]-2-furanyl]propoxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, (1,1-dimethylethyl)dimethyl[(2S)-2-[(2R,5S)-tetrahydro-5-[(2S)-2-(phenyl methoxy)propyl]-2-furanyl]propoxy]-

There total 13 articles about Silane, (1,1-dimethylethyl)dimethyl[(2S)-2-[(2R,5S)-tetrahydro-5-[(2S)-2-(phenyl methoxy)propyl]-2-furanyl]propoxy]- 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:

[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene (537711-64-1) → {(S)-2-[(2R,5S)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propoxy}-tert-butyl-dimethyl-silane (537711-60-7)

Guidance literature:

[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene; With iodine; silver carbonate; In toluene; at -20 ℃; for 4h;

With triethyl borane; tri-n-butyl-tin hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-2003-37129

Reference yield:

[(Z)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene (537711-59-4) → {(S)-2-[(2R,5S)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propoxy}-tert-butyl-dimethyl-silane (537711-60-7) + {(S)-2-[(2R,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propoxy}-tert-butyl-dimethyl-silane

Guidance literature:

[(Z)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene; With iodine; silver carbonate; In toluene; at -20 ℃;

With triethyl borane; tri-n-butyl-tin hydride; In tetrahydrofuran; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1055/s-2003-37129

Reference yield:

1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hex-5-en-3-ol → {(S)-2-[(2R,5S)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propoxy}-tert-butyl-dimethyl-silane (537711-60-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 79 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: H₃B*SMe₂ / tetrahydrofuran / 20 °C

2.2: 81 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

3.1: 92 percent / Bu₃P / CH₂Cl₂ / 20 °C

4.1: 83 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

5.1: LDA / tetrahydrofuran / 0 °C

5.2: 82 percent / tetrahydrofuran / 0 °C

6.1: 88 percent / DMAP; Et₃N / 20 °C

7.1: 82 percent / Na/Hg; NaH₂PO₄ / methanol / -20 °C

8.1: 75 percent / PPTS / methanol / 0 °C

9.1: 96 percent / imidazole / CH₂Cl₂ / 20 °C

10.1: I₂; Ag₂CO₃ / toluene / 4 h / -20 °C

10.2: Bu₃SnH; Et₃B / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; sodium dihydrogenphosphate; sodium amalgam; tributylphosphine; dimethylsulfide borane complex; iodine; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1055/s-2003-37129

upstream raw materials:

[(Z)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

[(E)-(1S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,7-dimethyl-6-triethylsilanyloxy-oct-2-enyloxymethyl]-benzene

(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-4-triethylsilanyloxy-hex-1-ene

(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-4-triethylsilanyloxy-hexan-1-ol

Downstream raw materials:

(R)-2-[(2R,5S)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

(R)-2-[(2R,5S)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid