(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:209003-87-2
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

There total 2 articles about (2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 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:

: 7103-09-5
4-but-1-enylmagnesium bromide

: 164530-43-2
Weinreb amide

: 209003-87-2
(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(98)00508-0

Reference yield:

: 164530-42-1
(2R,4R)-2-carboxy-4-phenyl-3-tert-butoxycarbonyloxazolidine

: 209003-87-2
(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) triethylamine / 1.) THF, -20 deg C, 0.5 h, 2.) THF, DMF, 0 deg C, 2 h

2: 6.3 g / diethyl ether / 0.5 h / 0 °C

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In diethyl ether;
DOI:10.1016/S0040-4020(98)00508-0

Reference yield:

: 209003-87-2
(2R,4R)-2'-pent-4'-enoyl-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester

: 209003-96-3
(2S,3R,6S)-3-benzyloxy-6-dodecyl-2-vinylpiperidine

Guidance literature:: Multi-step reaction with 10 steps

1: NaBH₄ / ethanol / -78 °C

2: 98 percent / NaH, N(Bu₄)I / tetrahydrofuran / Ambient temperature

3: 78 percent / NaIO₄ / OsO₄ / tetrahydrofuran; H₂O / Ambient temperature

4: diethyl ether / Ambient temperature

5: PDC / CH₂Cl₂ / Ambient temperature

6: 1.) CF₃COOH / 1.) ClCH₂CH₂Cl, rt.; 2.) water

7: 1.) AgBF₄; 2.) Zn(BH₄)2 / 1.) THF, -78 deg C

8: 86 percent / tetrahydrofuran / Ambient temperature

9: thionyl chloride / tetrahydrofuran / Ambient temperature

10: KCN / dimethylsulfoxide; tetrahydrofuran

With potassium cyanide; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; silver tetrafluoroborate; thionyl chloride; zinc(II) tetrahydroborate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(98)00646-7