4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

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Chemical Name:4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole
CAS No.:185996-39-8
Molecular Formula:C₂₈H₃₇NO₃SSi
Molecular Weight:495.758
Hs Code.:

Synonyms:4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

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Chemical Property of 4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

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Technology Process of 4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

There total 9 articles about 4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole 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: 81.0%

: 185996-38-7
4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4,5-dihydro-thiazol-4-ol

: 185996-39-8
4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

Guidance literature:: With pyridine; trifluoroacetic anhydride; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1016/S0040-4039(96)02098-9

Reference yield:

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

: 185996-39-8
4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / AlMe₃ / toluene; CH₂Cl₂ / 4 h / Heating

2: 94 percent / tetrahydrofuran / 1 h / 0 °C

3: 1.) LiN(SiMe₃)2, TMS-Cl, 2.) Br₂ / 1.) THF, -78 deg C, 1 h, then to 0 deg C, 2.) THF, -78 deg C, 30 min

4: 57 percent / KHCO₃ / tetrahydrofuran / 24 h / Ambient temperature

5: 81 percent / (CF₃CO)2O, pyridine / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; chloro-trimethyl-silane; bromine; trimethylaluminum; potassium hydrogencarbonate; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(96)02098-9

Reference yield:

: 95422-24-5
methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate

: 185996-39-8
4-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-thiazole

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NH₃ / H₂O / 24 h / Ambient temperature

2: 55 percent / Lawesson's reagent / tetrahydrofuran; benzene / 1 h / Heating

3: 57 percent / KHCO₃ / tetrahydrofuran / 24 h / Ambient temperature

4: 81 percent / (CF₃CO)2O, pyridine / CH₂Cl₂ / 0.08 h / 0 °C

With Lawessons reagent; pyridine; ammonia; potassium hydrogencarbonate; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(96)02098-9