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

Base Information

Chemical Name: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
CAS No.:185996-38-7
Molecular Formula:C₂₈H₃₉NO₄SSi
Molecular Weight:513.773
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 57.0%

: 185996-34-3
2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-thioacetamide

: 185996-37-6
(S)-1-Bromo-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butan-2-one

: 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

Guidance literature:: With potassium hydrogencarbonate; In tetrahydrofuran; for 24h; Ambient temperature;
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

: 185996-38-7
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

Guidance literature:: Multi-step reaction with 4 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

With chloro-trimethyl-silane; bromine; trimethylaluminum; potassium hydrogencarbonate; 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

: 185996-38-7
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

Guidance literature:: Multi-step reaction with 3 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

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