N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

Base Information

Chemical Name:N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide
CAS No.:848565-39-9
Molecular Formula:C₂₆H₃₀F₃NO₆
Molecular Weight:509.523
Hs Code.:

Synonyms:N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

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Technology Process of N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

There total 4 articles about N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-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: 74.0%

: 848565-54-8
(3R,4R,5S)-3-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-5-methyl-4-phenylamino-dihydro-furan-2-one

: 407-25-0
trifluoroacetic anhydride

: 848565-39-9
N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/anie.200462264

Reference yield:

: 848565-55-9
(4R,5S)-3-[(R)-4-Benzyloxy-2-methoxymethoxy-but-(E)-ylidene]-5-methyl-4-phenylamino-dihydro-furan-2-one

: 848565-39-9
N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / tetrahydrofuran / 2 h / 20 °C

2: 74 percent / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200462264

Reference yield:

: 313963-38-1
(3S,6R,9R)-6-(2'-benzyloxy)-ethyl-3-methyl-4-phenyl-1,3,4,5,6,9-hexahydro-4-aza-5-oxoisobenzofuran-1-one

: 848565-39-9
N-[(2S,3R,4R)-4-((S)-4-Benzyloxy-2-methoxymethoxy-butyl)-2-methyl-5-oxo-tetrahydro-furan-3-yl]-2,2,2-trifluoro-N-phenyl-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂O / Mo(CO₃)3(CH₃CN)3 / acetonitrile / 0.25 h / 20 °C

2: ethyldiisopropylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 0 - 20 °C

3: 100 percent / H₂ / Pd/C / tetrahydrofuran / 2 h / 20 °C

4: 74 percent / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; water; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; tris(acetonitrile)tricarbonylmolybdenum⁽⁰⁾; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/anie.200462264