(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Base Information

Chemical Name:(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester
CAS No.:203806-77-3
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Chemical Property of (4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Technology Process of (4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

There total 19 articles about (4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl 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: 89.0%

: 116565-10-7
(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-2-hydroxy-4-phenylbutanoic acid methyl ester

: 77-76-9
2,2-dimethoxy-propane

: 203806-77-3
(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2004.05.057

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 203806-77-3
(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: 95 percent / Et₃N, DMAP / 20 h / Ambient temperature

3: HF / acetonitrile; pyridine

4: pyridinium-p-toluenesulfonate / toluene / Heating

With dmap; hydrogen fluoride; pyridinium p-toluenesulfonate; triethylamine; In pyridine; toluene; acetonitrile;
DOI:10.1016/S0040-4039(97)10677-3

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 203806-77-3
(4S,5R)-4-Benzyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: diisobutylaluminium hydride / toluene; hexane / -77 °C

2: sodium metabisulfite / H₂O / 5 h / Ambient temperature

3: 25percent aq. HCl / 12 h / 80 °C

4: 10N NaOH, Na₂CO₃ / H₂O; tetrahydrofuran / Ambient temperature

5: KHCO₃ / dimethylformamide / 12 h

6: TsOH / 36 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium disulfite; diisobutylaluminium hydride; sodium carbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00054a004