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

Base Information

Chemical Name:(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid
CAS No.:223118-85-2
Molecular Formula:C₃₁H₄₆O₄Si
Molecular Weight:510.789
Hs Code.:

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

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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

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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

There total 18 articles about (2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid 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: 100.0%

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

: 223118-85-2
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid

Guidance literature:: With potassium hydroxide; water; In tetrahydrofuran; methanol; for 32h; Heating;
DOI:10.1039/a808840c

Reference yield:

: (R)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid monobenzyl ester

: 223118-85-2
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether

2: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 15 h

3: (COCl)2, DMF / CH₂Cl₂ / 2 h / Ambient temperature

4: diethyl ether / 20 h / -78 - 20 °C

5: 100 percent / TMS-OTf / CH₂Cl₂ / 48 h / -20 °C

6: 88 percent / BuLi, 2,2,6,6-tetramethylpiperidine, DMPU / tetrahydrofuran; hexane / 1.) -50 deg C, 10 min, 2.) -78 deg C, 12 h; -50 deg C, 48 h

7: 100 percent / KOH, H₂O / methanol; tetrahydrofuran / 32 h / Heating

With 2,2,6,6-tetramethyl-piperidine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; n-butyllithium; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; water; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate;
DOI:10.1039/a808840c

Reference yield:

: 223117-91-7
(R)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester methyl ester

: 223118-85-2
(2R,3S)-2-Benzyl-3-(dimethyl-phenyl-silanyl)-4-(2-nonyl-[1,3]dioxolan-2-yl)-butyric acid

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 15 h

2: (COCl)2, DMF / CH₂Cl₂ / 2 h / Ambient temperature

3: diethyl ether / 20 h / -78 - 20 °C

4: 100 percent / TMS-OTf / CH₂Cl₂ / 48 h / -20 °C

5: 88 percent / BuLi, 2,2,6,6-tetramethylpiperidine, DMPU / tetrahydrofuran; hexane / 1.) -50 deg C, 10 min, 2.) -78 deg C, 12 h; -50 deg C, 48 h

6: 100 percent / KOH, H₂O / methanol; tetrahydrofuran / 32 h / Heating

With 2,2,6,6-tetramethyl-piperidine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; n-butyllithium; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; water; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate;
DOI:10.1039/a808840c