Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane

Base Information

• Chemical Name: Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane
• CAS No.: 181714-74-9
• Molecular Formula: C₁₈H₂₈O₂Si
• Molecular Weight: 304.505
• Mol file: 181714-74-9.mol

Synonyms:Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane

Chemical Property of Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane

There total 2 articles about Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane 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: 96.0%

triethylsilyl chloride (994-30-9) + (1E,3R,4R,5R)-1,2-Epoxy-1-phenylhex-4-en-3-ol (173657-96-0) → Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane (181714-74-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 0.166667h; Ambient temperature;

DOI:10.1039/p19960001729

Reference yield:

(+/-)-(1E,4E)-1-Phenylhexa-1,4-diene-3-ol → Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane (181714-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / molecular sieves 3 Angstroem, CaH₂, Ti(O-iPr)4, D-(-)-DIPT, TBHP / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

2: 96 percent / imidazole / CH₂Cl₂ / 0.17 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; 3 A molecular sieve; D-(-)-diisopropyl tartrate; In 2,2,4-trimethylpentane; dichloromethane;

DOI:10.1039/p19960001729

Reference yield:

Triethyl-[(E)-(R)-1-((2S,3R)-3-methyl-oxiranyl)-3-phenyl-allyloxy]-silane (181714-74-9) → (E)-(3R,4S)-5-Methyl-1-phenyl-hex-1-ene-3,4-diol (181714-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) Et₂O, 0 deg C, 10 min, 2.) 0 deg C, 30 min

2: 90 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1039/p19960001729

upstream raw materials:

triethylsilyl chloride

(1E,3R,4R,5R)-1,2-Epoxy-1-phenylhex-4-en-3-ol

Downstream raw materials:

(E)-(3S,4R)-2-Methyl-6-phenyl-4-triethylsilanyloxy-hex-5-en-3-ol

(E)-(3R,4S)-5-Methyl-1-phenyl-hex-1-ene-3,4-diol

(3R,4S)-3,4-Isopropylidenedioxy-5-methyl-1-phenylhex-1-ene