(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

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Chemical Name:(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester
CAS No.:1026963-01-8
Molecular Formula:C₂₅H₃₅NO₇Si
Molecular Weight:489.641
Hs Code.:

Synonyms:(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

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Chemical Property of (1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

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Technology Process of (1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

There total 4 articles about (1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl 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:

: 875-74-1
(R)-phenylglycine

: 1026963-01-8
(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / LiBH₄; trimethylsilyl chloride / tetrahydrofuran / 49 h / 0 - 20 °C

2.1: 90 percent / K₂CO₃ / 2.5 h / 130 °C

3.1: 88 percent / N-methylmorpholine / CH₂Cl₂ / 16 h / 20 °C

4.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

4.2: 76 percent / tetrahydrofuran / -78 - 20 °C

5.1: toluene / 96 h / 65 °C

With 4-methyl-morpholine; lithium borohydride; chloro-trimethyl-silane; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; dichloromethane; toluene; 5.1: Diels-Alder reaction;
DOI:10.1021/jo005619y

Reference yield:

: 56613-80-0
D-2-phenylglycinol

: 1026963-01-8
(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / K₂CO₃ / 2.5 h / 130 °C

2.1: 88 percent / N-methylmorpholine / CH₂Cl₂ / 16 h / 20 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 76 percent / tetrahydrofuran / -78 - 20 °C

4.1: toluene / 96 h / 65 °C

With 4-methyl-morpholine; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; dichloromethane; toluene; 4.1: Diels-Alder reaction;
DOI:10.1021/jo005619y

Reference yield:

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 1026963-01-8
(1S,2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / N-methylmorpholine / CH₂Cl₂ / 16 h / 20 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 76 percent / tetrahydrofuran / -78 - 20 °C

3.1: toluene / 96 h / 65 °C

With 4-methyl-morpholine; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene; 3.1: Diels-Alder reaction;
DOI:10.1021/jo005619y