4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine

Base Information

• Chemical Name: 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine
• CAS No.: 890414-82-1
• Molecular Formula: C₁₈H₂₈N₂OSSi
• Molecular Weight: 348.585

Synonyms:4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine

Chemical Property of 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine

There total 5 articles about 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine 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: 85.0%

(2-amino-5-phenethyl-thiazol-4-yl)-methanol (890414-80-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine (890414-82-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1007/s00044-005-0126-y

Reference yield:

ethyl 3-bromo-2-oxo-5-phenylpentanoate (890414-65-0) → 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine (890414-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / acetone / 12 h / Heating

2: 82.1 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

3: 85 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; dichloromethane; acetone; 1: Hantzsch reaction;

DOI:10.1007/s00044-005-0126-y

Reference yield:

ethyl 2-amino-5-(2-phenylethyl)-1,3-thiazole-4-carboxylate (890414-67-2) → 4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazol-2-ylamine (890414-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.1 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

2: 85 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1007/s00044-005-0126-y

upstream raw materials:

(2-amino-5-phenethyl-thiazol-4-yl)-methanol

tert-butyldimethylsilyl chloride

ethyl 3-bromo-2-oxo-5-phenylpentanoate

ethyl 2-amino-5-(2-phenylethyl)-1,3-thiazole-4-carboxylate

Downstream raw materials:

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

4-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenethyl-thiazole-2-carbaldehyde

(E)-4-(4-Hydroxymethyl-5-phenethyl-thiazol-2-yl)-1-(3-phenyl-propylsulfanyl)-but-3-en-2-one

4-[4-(hydroxymethyl)-5-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]butan-2-one

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