N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

Base Information

Chemical Name:N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide
CAS No.:443304-00-5
Molecular Formula:C₂₃H₃₂F₃NO₅Si
Molecular Weight:487.591
Hs Code.:

<i>N</i>-{4-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-<i>N</i>-phenyl-acetamide

Synonyms:N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

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Chemical Property of N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

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Technology Process of N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

There total 12 articles about N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide 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%

: 313963-50-7
(2'S,3R,4R,5S)-3-(4'-hydroxy-2'-tert-butyldimethylsilyloxy)butyl-4-N-phenyl-N-trifluoroacetamido-2,3,4,5-tetrahydro-5-methylfuran-2-one

: 443304-00-5
N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.25h;
DOI:10.1002/1521-3765(20020402)8:7<1621::AID-CHEM1621>3.0.CO;2-8

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 443304-00-5
N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / imidazole / dimethylformamide / 14 h / 20 °C

2: 98 percent / H₂ / PtO₂ / methanol / 1.5 h / 20 °C

3: 95 percent / Huenig's base / CH₂Cl₂ / 0.5 h / 0 °C

4: 95 percent / H₂ / Pd(OH)2 / methanol / 48 h / 20 °C

5: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 5: Swern oxidation;
DOI:10.1002/1521-3765(20020402)8:7<1621::AID-CHEM1621>3.0.CO;2-8

Reference yield:

: 313963-40-5
(2'S,3R,4R,5S)-3-(4'-benzyloxy-2'-tert-butyldimethylsilyloxy)butyl-4-N-phenylamino-2,3,4,5-tetrahydro-5-methylfuran-2-one

: 443304-00-5
N-{4-[2-(tert-butyl-dimethyl-silanyloxy)-4-oxo-butyl]-2-methyl-5-oxo-tetrahydro-furan-3-yl}-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Huenig's base / CH₂Cl₂ / 0.5 h / 0 °C

2: 95 percent / H₂ / Pd(OH)2 / methanol / 48 h / 20 °C

3: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In methanol; dichloromethane; 3: Swern oxidation;
DOI:10.1002/1521-3765(20020402)8:7<1621::AID-CHEM1621>3.0.CO;2-8