ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

Base Information

Chemical Name:ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate
CAS No.:950902-00-8
Molecular Formula:C₂₂H₃₀O₄Si
Molecular Weight:386.563
Hs Code.:

Synonyms:ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

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Chemical Property of ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

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Technology Process of ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

There total 4 articles about ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate 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:

: 950902-17-7
ethyl 3-[(tert-butyl)dimethylsilyloxy]-2-{[(tert-butyl)dimethylsilyloxy]methyl}propanoate

: 950902-00-8
ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / TBAF / tetrahydrofuran / 1.5 h / 20 °C

2: 85 percent / DMAP / CH₂Cl₂ / 4.5 h / 20 °C

3: porcine pancreas lipase; aq. NaOH / aq. phosphate buffer; tetrahydrofuran / 7 h / 30 °C / pH 6.9 - 7.1

4: 93 percent / 1H-imidazole / dimethylformamide / 1 h / 20 °C

5: 63 percent / DIBAH / tetrahydrofuran; toluene / 2.5 h / -78 °C

With 1H-imidazole; dmap; sodium hydroxide; Porcine Pancreas Lipase; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; phosphate buffer; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200790144

Reference yield:

: 125476-54-2
(-)-2-(ethoxycarbonyl)-3-hydroxypropyl hexanoate

: 950902-00-8
ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / 1H-imidazole / dimethylformamide / 1 h / 20 °C

2: 63 percent / DIBAH / tetrahydrofuran; toluene / 2.5 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200790144

Reference yield:

: 99116-11-7
3-Hydroxy-2-(hydroxymethyl)propionsaeure-ethylester

: 950902-00-8
ethyl (+)-(S)-3-[(tert-butyl)diphenylsilyloxy]-2-hydroxymethylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / DMAP / CH₂Cl₂ / 4.5 h / 20 °C

2: porcine pancreas lipase; aq. NaOH / aq. phosphate buffer; tetrahydrofuran / 7 h / 30 °C / pH 6.9 - 7.1

3: 93 percent / 1H-imidazole / dimethylformamide / 1 h / 20 °C

4: 63 percent / DIBAH / tetrahydrofuran; toluene / 2.5 h / -78 °C

With 1H-imidazole; dmap; sodium hydroxide; Porcine Pancreas Lipase; diisobutylaluminium hydride; In tetrahydrofuran; phosphate buffer; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200790144