(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

Base Information

Chemical Name:(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester
CAS No.:183947-55-9
Molecular Formula:C₂₂H₃₂O₄Si
Molecular Weight:388.579
Hs Code.:

Synonyms:(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

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Chemical Property of (R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

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Technology Process of (R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

There total 6 articles about (R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl 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:

: 101870-15-9
4-methyl-3-furancarboxylic acid

: 183947-55-9
(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / diethylphosphoryl cyanide, Et₃N / dimethylformamide / 1 h / 0 - 20 °C

2: 1.) LDA / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 2 h

3: (S)-(-)-2-methyl-CBS-oxazaborolidine / tetrahydrofuran / 1 h / 0 °C

4: 98 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 19.0 mg / aq. LiOH / tetrahydrofuran / 48 h / Ambient temperature

6: DCC, DMAP / tetrahydrofuran / 5 h / Ambient temperature

With 1H-imidazole; dmap; lithium hydroxide; diethylphosphoryl cyanide; triethylamine; dicyclohexyl-carbodiimide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00811-3

Reference yield:

: 183947-50-4
4-Methyl-furan-3-carboxylic acid methoxy-methyl-amide

: 183947-55-9
(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 2 h

2: (S)-(-)-2-methyl-CBS-oxazaborolidine / tetrahydrofuran / 1 h / 0 °C

3: 98 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 19.0 mg / aq. LiOH / tetrahydrofuran / 48 h / Ambient temperature

5: DCC, DMAP / tetrahydrofuran / 5 h / Ambient temperature

With 1H-imidazole; dmap; lithium hydroxide; dicyclohexyl-carbodiimide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(96)00811-3

Reference yield:

: 183947-51-5
methyl 3-(4-methylfuran-3-yl)-3-oxopropanoate

: 183947-55-9
(R)-3-(Diethyl-isopropyl-silanyloxy)-3-(4-methyl-furan-3-yl)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (S)-(-)-2-methyl-CBS-oxazaborolidine / tetrahydrofuran / 1 h / 0 °C

2: 98 percent / imidazole / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 19.0 mg / aq. LiOH / tetrahydrofuran / 48 h / Ambient temperature

4: DCC, DMAP / tetrahydrofuran / 5 h / Ambient temperature

With 1H-imidazole; dmap; lithium hydroxide; dicyclohexyl-carbodiimide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(96)00811-3