(3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine

Base Information

• Chemical Name: (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine
• CAS No.: 250578-32-6
• Molecular Formula: C₂₉H₄₆N₄O₂Si
• Molecular Weight: 510.795
• Mol file: 250578-32-6.mol

Synonyms:(3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine

Chemical Property of (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine

There total 4 articles about (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine 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: 71.0%

(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine (110117-71-0) + 5-(3-bromopropyl)-2-(tert-butyldimethylsilyl)-1-phenylimidazole (250578-29-1) → (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine (250578-32-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 20 ℃; for 3h;

DOI:10.1016/S0968-0896(99)00117-0

Reference yield:

1-phenylimidazole (7164-98-9) → (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine (250578-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -70 °C

1.2: 76 percent / tetrahydrofuran / 1 h / 20 °C

2.1: 43 percent / n-BuLi / hexane; tetrahydrofuran / 2 h / -70 - 20 °C

3.1: 71 percent / n-BuLi / hexane; tetrahydrofuran / 3 h / -70 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Alkylation / 3.1: Alkylation;

DOI:10.1016/S0968-0896(99)00117-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (3R,6S)-6-{3-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-5-yl]propyl}-3-isopropyl-2,5-diethoxy-3,6-dihydropyrazine (250578-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -70 °C

1.2: 76 percent / tetrahydrofuran / 1 h / 20 °C

2.1: 43 percent / n-BuLi / hexane; tetrahydrofuran / 2 h / -70 - 20 °C

3.1: 71 percent / n-BuLi / hexane; tetrahydrofuran / 3 h / -70 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Alkylation / 3.1: Alkylation;

DOI:10.1016/S0968-0896(99)00117-0

upstream raw materials:

(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine

5-(3-bromopropyl)-2-(tert-butyldimethylsilyl)-1-phenylimidazole

1-phenylimidazole

tert-butyldimethylsilyl chloride

Downstream raw materials:

(S)-ethyl-2-amino-5-[2-(tert-butyldimethylsilyl)-1-phenylimidazol-4-yl]pentanoate