ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

Base Information

Chemical Name:ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate
CAS No.:149846-44-6
Molecular Formula:C₂₃H₃₈O₈SSi
Molecular Weight:502.701
Hs Code.:

Synonyms:ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

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Chemical Property of ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

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Technology Process of ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

There total 6 articles about ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate 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: 94.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 149846-39-9
ethyl 2-methylpropyl (2S,3S)-2-hydroxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

: 149846-44-6
ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃;

Reference yield:

: 13811-71-7
diethyl (2S,3S)-tartrate

: 149846-44-6
ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

Guidance literature:: Multi-step reaction with 4 steps

1: 2) Et₄NCl / 1) benzene, reflux, 5 h, 2) CH₃CN, rt, 24 h

2: 92 percent / aq. NaOH, phosphate buffer (pH 7) / CH2Cl2 / 22 h / 37 °C / α-chymotrypsin

3: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CH₂Cl₂ / 1 h / 0 °C

4: 94 percent / imidazole / dimethylformamide / 25 °C

With 1H-imidazole; sodium hydroxide; phosphate buffer; tetraethylammonium chloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 149884-09-3
bis(2-methylpropyl) (2S,3S)-2,3-dihydroxybutane-1,4-dioate

: 149846-44-6
ethyl 2-methylpropyl (2S,3S)-2-tert-butyldimethylsilyloxy-3-(4-methylphenylsulfonyloxy)butane-1,4-dioate

Guidance literature:: Multi-step reaction with 3 steps

1: 2) Et₄NCl / 1) benzene, reflux, 5 h, 2) CH₃CN, rt, 24 h

2: p-TsOH / benzene / Heating

3: 94 percent / imidazole / dimethylformamide / 25 °C

With 1H-imidazole; tetraethylammonium chloride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; benzene;