(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

Base Information

Chemical Name:(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester
CAS No.:223118-78-3
Molecular Formula:C₂₄H₃₂O₄Si
Molecular Weight:412.601
Hs Code.:

Synonyms:(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

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Chemical Property of (S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

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Technology Process of (S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

There total 1 articles about (S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl 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: 95.0%

: 223117-71-3
(S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(dimethyl-phenyl-silanyl)-5-oxo-pentanoic acid tert-butyl ester

: 100-51-6,185532-71-2
benzyl alcohol

: 223118-78-3
(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

Guidance literature:: With tetrabutoxytitanium; at 75 ℃; for 24h;
DOI:10.1039/a808840c

Reference yield:

: 223118-78-3
(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl 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:: Multi-step reaction with 7 steps

1: TMSCl, phenol / CH₂Cl₂ / 24 h / Ambient temperature

2: diethyl ether

3: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 15 h

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

5: diethyl ether / 20 h / -78 - 20 °C

6: 100 percent / TMS-OTf / CH₂Cl₂ / 48 h / -20 °C

7: 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

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

Reference yield:

: 223118-78-3
(S)-3-(Dimethyl-phenyl-silanyl)-pentanedioic acid benzyl ester tert-butyl ester

: 196491-87-9
[(1S,2S)-1-Benzyl-2-(dimethyl-phenyl-silanyl)-4-oxo-tridecyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: TMSCl, phenol / CH₂Cl₂ / 24 h / Ambient temperature

2: diethyl ether

3: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 15 h

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

5: diethyl ether / 20 h / -78 - 20 °C

6: 100 percent / TMS-OTf / CH₂Cl₂ / 48 h / -20 °C

7: 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

8: 100 percent / KOH, H₂O / methanol; tetrahydrofuran / 32 h / Heating

9: CH₂Cl₂ / 0.5 h / Ambient temperature

10: NH₃ / CH₂Cl₂

11: 75 percent / Pb(OAc)4 / dimethylformamide / 15 h / 100 °C

12: 100 percent / p-TsOH / acetone; H₂O / 2.5 h / Heating

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