(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

Base Information

Chemical Name:(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester
CAS No.:196491-85-7
Molecular Formula:C₃₂H₄₈O₄Si
Molecular Weight:524.816
Hs Code.:

Synonyms:(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

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Chemical Property of (2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

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Technology Process of (2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

There total 19 articles about (2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl 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: 88.0%

: 100-39-0
benzyl bromide

: 196491-84-6
(S)-3-(Dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

: 196491-85-7
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; 1.) -78 deg C, 1 h, 2.) -78 to -10 deg C, 60 h;
DOI:10.1039/a703387g

Reference yield:

: 196491-68-6
3-[dimethyl(phenyl)silyl]glutaric anhydride

: 196491-85-7
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / tetrahydrofuran / 24 h / 30 °C

2: Et₃N / 1 h / -78 - 0 °C

3: DMAP / 24 h / Ambient temperature

4: H₂ / 10percent Pd/C / 24 h / Ambient temperature

5: Et₃N / 1 h / -78 - 0 °C

6: 48 h / -25 °C

7: Me₃SiOSO₂CF₃ / 48 h / -20 °C

8: tetrahydrofuran / 18 h / 30 °C

9: 88 percent / LiTMP, DMPU / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 to -10 deg C, 60 h

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1039/a703387g

Reference yield:

: 5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(dimethyl-phenyl-silanyl)-5-oxo-pentanoic acid

: 196491-85-7
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / 1 h / -78 - 0 °C

2: DMAP / 24 h / Ambient temperature

3: H₂ / 10percent Pd/C / 24 h / Ambient temperature

4: Et₃N / 1 h / -78 - 0 °C

5: 48 h / -25 °C

6: Me₃SiOSO₂CF₃ / 48 h / -20 °C

7: tetrahydrofuran / 18 h / 30 °C

8: 88 percent / LiTMP, DMPU / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 to -10 deg C, 60 h

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1039/a703387g