(4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one
CAS No.:148933-59-9
Molecular Formula:C₁₇H₂₁NO₃
Molecular Weight:287.359
Hs Code.:

Synonyms:

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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 (4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

Chemical Property:

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Technology Process of (4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

There total 2 articles about (4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-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:

: 69274-86-8
(S)-(+)-4-methylhex-5-enoic acid

: 148933-59-9
(4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / diethyl ether / 1 h / 0 °C

2: n-BuLi / 1.) THF, hexane, -78 deg C, 1h, 2.) Et₂O, 0 deg C, 1 h

With n-butyllithium; triethylamine; In diethyl ether;

Reference yield:

: 77943-39-6
4-methyl-5-phenyloxazolidin-2-one

: C₁₂H₂₀O₃

: 148933-59-9
(4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

Guidance literature:: With n-butyllithium; Yield given; 1.) THF, hexane, -78 deg C, 1h, 2.) Et₂O, 0 deg C, 1 h;

Reference yield:

: 148933-59-9
(4R,5S)-4-Methyl-3-((S)-4-methyl-hex-5-enoyl)-5-phenyl-oxazolidin-2-one

: 148933-55-5
C₇₂H₁₂₈INO₈Si₄

Guidance literature:: Multi-step reaction with 22 steps

2: 98 percent / aq. LiBH₄ / diethyl ether; tetrahydrofuran / 1 h / 25 °C

3: 78 percent / Et₃N, DMAP / CH₂Cl₂ / 12 h / 0 °C

4: 1.) LiEt₃BH, 2.) 1 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 25 deg C, 8 h, 2.) MeOH, 25 deg C, 16 h

5: 93 percent / TBAF / tetrahydrofuran / 1.5 h / 25 °C

6: 97 percent / CSA / CH₂Cl₂ / 4 h / 25 °C

7: 96 percent / DIBALH / CH₂Cl₂ / 2 h / 25 °C

8: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) r.t., 90 min

9: 57 percent / CrCl₂, NiCl₂ / dimethylsulfoxide / 72 h / 25 °C

10: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

11: 97 percent / HF*pyridine / tetrahydrofuran / 12 h / 25 °C

12: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) 0 deg C, 3 h

14: 98 percent / aq. LiBH₄ / diethyl ether; tetrahydrofuran / 1 h / 25 °C

15: 91 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / 25 °C

16: 91 percent / LiEt₃BH / tetrahydrofuran / 2.5 h / 25 °C

17: 85 percent / 4-pyrrolidinopyridine, (i-Pr)2NEt, 1,3-diisopropylcarbodiimide / CH₂Cl₂ / 24 h / -20 °C

18: aq. 4-methylmorpholine-N-oxide, OsO₄ / acetone / 16 h / 25 °C

19: Pb(OAc)4, Na₂CO₃ / benzene / 1.5 h / 25 °C

20: 94 percent / CrCl₂ / tetrahydrofuran; dioxane / 1.5 h / 25 °C

21: 94 percent / DDQ, H₂O / CHCl₃ / 1 h / 25 °C

22: 1.) 2,6-lutidine , 2.) SiO₂ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) 25 deg C, 16 h

With 2,6-dimethylpyridine; chromium dichloride; lead(IV) acetate; dmap; sodium hydroxide; osmium(VIII) oxide; lithium borohydride; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; silica gel; diisobutylaluminium hydride; lithium triethylborohydride; sodium carbonate; 4-pyrrolidin-1-ylpyridine; pyridine hydrogenfluoride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; diisopropyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; chloroform; dimethyl sulfoxide; acetone; benzene;