2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

Base Information

Chemical Name:2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole
CAS No.:890414-22-9
Molecular Formula:C₂₀H₃₀BrNOSSi
Molecular Weight:440.52
Hs Code.:

Synonyms:2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

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Chemical Property of 2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

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Technology Process of 2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

There total 7 articles about 2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-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: 73.0%

: 890414-20-7
5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazol-2-amine

: 890414-22-9
2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

Guidance literature:: With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 80 ℃; for 2h;
DOI:10.1007/s00044-005-0126-y

Reference yield:

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 890414-22-9
2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / DIBAL-H / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 2 h / 0 °C

2: 72 percent / CuBr₂ / ethyl acetate; CHCl₃ / 1 h / 55 °C

3: 95 percent / acetone / 12 h / Heating

4: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

5: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

6: 90 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

7: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

With 1H-imidazole; lithium aluminium tetrahydride; tert.-butylnitrite; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; acetone; acetonitrile; 1: Reformatsky reaction / 3: Hantzsch reaction / 7: Sandmeyer reaction;
DOI:10.1007/s00044-005-0126-y

Reference yield:

: 890414-10-5
ethyl (6E)-5-oxo-7-phenylhept-6-enoate

: 890414-22-9
2-bromo-5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / CuBr₂ / ethyl acetate; CHCl₃ / 1 h / 55 °C

2: 95 percent / acetone / 12 h / Heating

3: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

4: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

5: 90 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

6: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

With 1H-imidazole; lithium aluminium tetrahydride; tert.-butylnitrite; sodium acetate; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; acetone; acetonitrile; 2: Hantzsch reaction / 6: Sandmeyer reaction;
DOI:10.1007/s00044-005-0126-y