(2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine

Base Information

• Chemical Name: (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine
• CAS No.: 110117-72-1
• Molecular Formula: C₂₄H₃₄N₄O₃S
• Molecular Weight: 458.625
• Mol file: 110117-72-1.mol

Synonyms:

Chemical Property of (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine

There total 6 articles about (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine 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:

4-<<(4-methoxyphenyl)methyl>thio>-1-methylimidazole (110117-68-5) → (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine (110117-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / NaOAc / acetic acid; H₂O / 3.5 h / Heating

2: 93 percent / thionyl chloride / 0.5 h / 25 °C

3: tetrahydrofuran / -78 - 25 °C

With thionyl chloride; sodium acetate; In tetrahydrofuran; water; acetic acid;

DOI:10.1021/jo00228a060

Reference yield:

5-(hydroxymethyl)-4-<<(4-methoxyphenyl)methyl>thio>-1-methylimidazole (110117-69-6) → (2R,5S)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine (110117-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / thionyl chloride / 0.5 h / 25 °C

2: tetrahydrofuran / -78 - 25 °C

With thionyl chloride; In tetrahydrofuran;

DOI:10.1021/jo00228a060

Reference yield:

4-<<(4-methoxyphenyl)methyl>thio>-1-methylimidazole (110117-68-5) → (R)-3,6-Diethoxy-2-isopropyl-5-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-ylmethyl]-2,5-dihydro-pyrazine (110117-72-1,122211-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / sodium acetate, acetic acid / H₂O / 3.5 h / Heating

2: 93 percent / SOCl₂ / 1.) 0 deg C, 0.5 h, 2.) 25 deg C, 0.5 h

3: 1.) n-butyllithium / 1.) THF, hexanes, -78 deg C, 0.25 h, 2.) a) -78 deg C, 4.5 h, b) from -78 deg C to -30 deg C, 1 h

With n-butyllithium; thionyl chloride; sodium acetate; acetic acid; In water;

DOI:10.1021/jo00280a022

upstream raw materials:

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

5-(chloromethyl)-4-<<(4-methoxyphenyl)methyl>thio>-1-methyl-1H-imidazole hydrochloride

4-<<(4-methoxyphenyl)methyl>thio>-1-methylimidazole

5-(hydroxymethyl)-4-<<(4-methoxyphenyl)methyl>thio>-1-methylimidazole

Downstream raw materials:

(S)-(4-methoxyphenyl)methyl-L-ovothiol A

L-ovothiol A

L-ovothiol A disulfide

(R)-2-Amino-3-[5-(4-methoxy-benzylsulfanyl)-3-methyl-3H-imidazol-4-yl]-propionic acid