phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

Base Information

Chemical Name:phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate
CAS No.:167016-72-0
Molecular Formula:C₂₂H₂₀N₂O₆
Molecular Weight:408.411
Hs Code.:

Synonyms:phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

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Chemical Property of phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

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Technology Process of phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

There total 1 articles about phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate 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: 70.0%

: 7767-00-2
Cbz-Orn(NPhth)-OH

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 167016-72-0
phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

Guidance literature:: camphor-10-sulfonic acid; In toluene; Heating;
DOI:10.1002/hlca.200690235

Reference yield: 63.0%

: 167016-72-0
phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

: 165105-56-6
(2S)-5-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane;
DOI:10.1002/hlca.200690235

Reference yield:

: 167016-72-0
phenylmethyl (4S)-4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-5-oxo-1,3-oxazolidine-3-carboxylate

: 1,1-dimethylethyl (3S)-6-amino-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)hexanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 63 percent / Et₃SiH; CF₃COOH / CH₂Cl₂

2.1: ClCOOEt; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

2.2: 53 percent / tetrahydrofuran; CH₂Cl₂ / -15 - 20 °C

3.1: 72 percent / CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

4.1: 43 percent / DMAP; Boc₂O / 20 h / 20 °C

5.1: ethane-1,2-diamine / 2-methyl-propan-2-ol / 16 h / 90 °C

With 4-methyl-morpholine; triethylsilane; dmap; di-tert-butyl dicarbonate; silver trifluoroacetate; chloroformic acid ethyl ester; ethylenediamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; tert-butyl alcohol; 3.1: Wolff rearrangement;
DOI:10.1002/hlca.200690235