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

Base Information

Chemical Name:5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole-2-carbaldehyde
CAS No.:890414-24-1
Molecular Formula:C₂₁H₃₁NO₂SSi
Molecular Weight:389.634
Hs Code.:

Synonyms:

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

Chemical Property:

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

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

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

: 890414-24-1
5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 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

8: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; tert.-butylnitrite; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; hexane; 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

: 890414-24-1
5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 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

7: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

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

Reference yield:

: 890414-12-7
ethyl (6E)-4-bromo-5-oxo-7-phenylhept-6-enoate

: 890414-24-1
5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / acetone / 12 h / Heating

2: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

3: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

4: 90 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

5: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

6: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; tert.-butylnitrite; sodium acetate; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; acetonitrile; 1: Hantzsch reaction / 5: Sandmeyer reaction;
DOI:10.1007/s00044-005-0126-y