ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

Base Information

Chemical Name:ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate
CAS No.:950902-01-9
Molecular Formula:C₃₀H₃₈O₅Si
Molecular Weight:506.714
Hs Code.:

Synonyms:ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

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Chemical Property of ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

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Technology Process of ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

There total 6 articles about ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate 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: 92.0%

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

: 3587-60-8
Benzyloxymethyl chloride

: 950902-01-9
ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 10 - 20 ℃; for 5.5h;
DOI:10.1002/hlca.200790144

Reference yield:

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

: 950902-01-9
ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

Guidance literature:: Multi-step reaction with 6 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

6: 92 percent / iPr₂EtN / CH₂Cl₂ / 5.5 h / 10 - 20 °C

With 1H-imidazole; dmap; sodium hydroxide; Porcine Pancreas Lipase; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 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

: 950902-01-9
ethyl (+)-(S)-2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)diphenylsilyloxy]propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 92 percent / iPr₂EtN / CH₂Cl₂ / 5.5 h / 10 - 20 °C

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