(2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol

Base Information

• Chemical Name: (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol
• CAS No.: 702711-07-7
• Molecular Formula: C₂₅H₃₀O₂SeSi
• Molecular Weight: 469.558
• Mol file: 702711-07-7.mol

Synonyms:(2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol

Chemical Property of (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol

There total 2 articles about (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol 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: 98.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (2R)-3-(phenylseleno)propane-1,2-diol (744198-92-3) → (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol (702711-07-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2007.04.047

Reference yield:

diphenyl diselenide (1666-13-3) → (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol (702711-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaBH₄ / ethanol / 0.5 h / 20 - 40 °C

1.2: 93 percent / ethanol / 6 h

2.1: 98 percent / imidazole / dimethylformamide / 4 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2007.04.047

Reference yield: 92.0%

benzoyl isocyanate (4461-33-0) + (2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-(phenylseleno)propan-2-ol (702711-07-7) → (1R)-2-[(tert-butyl(diphenyl)silyl)oxy]-1-[(phenylseleno)methyl]ethylbenzoylcarbamate (702711-15-7)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/chem.200305497

upstream raw materials:

tert-butylchlorodiphenylsilane

(2R)-3-(phenylseleno)propane-1,2-diol

diphenyl diselenide

Downstream raw materials:

(1R)-2-[(tert-butyl(diphenyl)silyl)oxy]-1-[(phenylseleno)methyl]ethylbenzoylcarbamate

methyl ({(1R)-2-{[tert-butyl(diphenyl)silyl]oxy}-1-[(phenylseleno)methyl]ethyl}oxy)acetate

({(1R)-2-{[tert-butyl(diphenyl)silyl]oxy}-1-[(phenylseleno)methyl]ethyl}oxy)acetaldehyde

(3S,5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)tetrahydrofuran-3-ol