(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one
CAS No.:180250-60-6
Molecular Formula:C₂₈H₂₇NO₄
Molecular Weight:441.527
Hs Code.:

Synonyms:(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

There total 6 articles about (S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-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:

: 101711-90-4,123731-35-1,128677-61-2
(S)-4-benzyl-2-oxazolidinone lithium salt

: 180250-59-3
3-(4-Benzyloxy-phenyl)-pent-4-enoic acid

: 180250-60-6
(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

: 180250-69-5
(S)-4-Benzyl-3-[(S)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

Guidance literature:: With pivaloyl chloride; triethylamine; In tetrahydrofuran; at -78 - 20 ℃; Yield given. Yields of byproduct given;
DOI:10.1016/0040-4039(96)00775-7

Reference yield:

: 7400-08-0,50940-26-6
p-Coumaric Acid

: 180250-60-6
(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / Cs₂CO₃ / dimethylformamide

2: 92 percent / DIBAL, 2.5 eq. / toluene / 0 °C

3: 90 percent / (CH₃)3CCO₂H / o-xylene / 3 h / 140 °C

4: 90 percent / 3 N NaOH/CH₃OH / tetrahydrofuran / 48 h / Ambient temperature

5: (CH₃)3CCOCl, Et₃N / tetrahydrofuran / -78 - 20 °C

With methanol; sodium hydroxide; pivaloyl chloride; diisobutylaluminium hydride; caesium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; o-xylene; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)00775-7

Reference yield:

: 6272-45-3,227105-11-5
(E)-4-benzyloxycinnamic acid

: 180250-60-6
(S)-4-Benzyl-3-[(R)-3-(4-benzyloxy-phenyl)-pent-4-enoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DIBAL, 2.5 eq. / toluene / 0 °C

2: 90 percent / (CH₃)3CCO₂H / o-xylene / 3 h / 140 °C

3: 90 percent / 3 N NaOH/CH₃OH / tetrahydrofuran / 48 h / Ambient temperature

4: (CH₃)3CCOCl, Et₃N / tetrahydrofuran / -78 - 20 °C

With methanol; sodium hydroxide; pivaloyl chloride; diisobutylaluminium hydride; triethylamine; Trimethylacetic acid; In tetrahydrofuran; o-xylene; toluene;
DOI:10.1016/0040-4039(96)00775-7