methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

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Chemical Name:methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate
CAS No.:553679-35-9
Molecular Formula:C₄₃H₅₄F₃NO₁₃SSi
Molecular Weight:910.047
Hs Code.:

methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

Synonyms:methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

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Chemical Property of methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

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Technology Process of methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

There total 15 articles about methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate 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: 65.0%

: 553679-34-8
methyl 3-((2R)-5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}-2-(methoxycarbonyl)-4-oxo(2-2,3,5-trihydrofuryl))-2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}(2S)propanoate

: 553679-35-9
methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

Reference yield:

: 98-88-4
benzoyl chloride

: 553679-35-9
methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / pyridine / 2 h / 0 °C

2.1: 85 percent / CSA / CH₂Cl₂ / 16 h / 20 °C

3.1: 90 percent / imidazole / dimethylformamide / 12 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

4.2: 90 percent / Me₂S / CH₂Cl₂ / 2 h / -78 - 20 °C

5.1: 65 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; ozone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 553679-35-9
methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / pyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 48 h / 20 °C

2.1: 70 percent / MCPBA; NaHCO₃ / benzene / 12 h / 10 °C

3.1: 95 percent / pyridine / 2 h / 0 °C

4.1: 85 percent / CSA / CH₂Cl₂ / 16 h / 20 °C

5.1: 90 percent / imidazole / dimethylformamide / 12 h / 20 °C

6.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

6.2: 90 percent / Me₂S / CH₂Cl₂ / 2 h / -78 - 20 °C

7.1: 65 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; 4 A molecular sieve; camphor-10-sulfonic acid; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;