(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one
CAS No.:224580-62-5
Molecular Formula:C₂₃H₃₇NO₄Si
Molecular Weight:419.637
Hs Code.:

Synonyms:(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

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Chemical Property of (4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

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Technology Process of (4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

There total 2 articles about (4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 224580-60-3
(4S,5R)-3-<(2'R,3'R)-3'-Hydroxy-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

: 224580-62-5
(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1055/s-1999-3421

Reference yield:

: 77877-20-4,116382-72-0,143654-01-7
(4S,5R)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one

: 224580-62-5
(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / Bu₂BTf, iPr₂NEt / diethyl ether / 1.) 0 deg C, 30 min, 2.) -78 deg C, 30 min

2: 100 percent / iPr₂NEt / CH₂Cl₂ / 0.33 h / Ambient temperature

With dibutylboron triflate; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1055/s-1999-3421

Reference yield:

: 224580-62-5
(4S,5R)-3-<(2'R,3'R)-3'-<(tert-Butyldimethylsilyl)oxy>-2',4'-dimethylpentanoyl>-4-methyl-5-phenyloxazolidin-2-one

: 147659-07-2,616207-71-7,518348-13-5
(+)-prelactone B

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / LiBH₄, H₂O / diethyl ether / 0.75 h / Ambient temperature

2: 99 percent / Dess-Martin reagent / CH₂Cl₂ / 0.67 h / Ambient temperature

3: 98 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -78 deg C, 15 min

4: HCl, H₂₀ / tetrahydrofuran / 168 h / Ambient temperature

With hydrogenchloride; lithium borohydride; water; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1055/s-1999-3421