dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Base Information

Chemical Name:dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate
CAS No.:553679-26-8
Molecular Formula:C₃₁H₃₆F₃NO₁₀S
Molecular Weight:671.689
Hs Code.:

dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Synonyms:dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

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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 dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

There total 6 articles about dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate 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: 80.0%

: 98-59-9
p-toluenesulfonyl chloride

: 553679-25-7
dimethyl 4-[N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino]-2-[(5S)(3Z)-5,6-dihydroxy-2-methylenehex-3-enyl](2S,4S)-2-hydroxypentane-1,5-dioate

: 553679-26-8
dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Guidance literature:: With pyridine; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 48h;

Reference yield:

: 270925-36-5
dimethyl (2S)-2-[N-((1R)-1-phenylethyl)-2,2,2-trifluoroacetylamino]-4-oxopentane-1,5-dioate

: 553679-26-8
dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / indium; H₂O / tetrahydrofuran / 16 h / 20 °C

2: 95 percent / aq. HCl / tetrahydrofuran / 5 h / 20 °C

3: 80 percent / pyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 48 h / 20 °C

With pyridine; hydrogenchloride; indium; 4 A molecular sieve; water; In tetrahydrofuran; dichloromethane;

Reference yield:

: (4S)-4-(3-methylbuta-1,3-dienyl)-2,2-dimethyl-1,3-dioxolane

: 553679-26-8
dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate

Guidance literature:: Multi-step reaction with 5 steps

1: 25 percent / SeO₂; t-BuOOH / CH₂Cl₂ / 24 h / 0 °C

2: 60 percent / PPh₃; NBS / CH₂Cl₂ / 0.5 h / 0 °C

3: 72 percent / indium; H₂O / tetrahydrofuran / 16 h / 20 °C

4: 95 percent / aq. HCl / tetrahydrofuran / 5 h / 20 °C

5: 80 percent / pyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 48 h / 20 °C

With pyridine; hydrogenchloride; tert.-butylhydroperoxide; indium; N-Bromosuccinimide; selenium(IV) oxide; 4 A molecular sieve; water; triphenylphosphine; In tetrahydrofuran; dichloromethane;