(2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine

Base Information

• Chemical Name: (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine
• CAS No.: 259822-62-3
• Molecular Formula: C₃₀H₃₄N₂O₂S
• Molecular Weight: 486.678
• Mol file: 259822-62-3.mol

Synonyms:(2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine

Chemical Property of (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine

There total 2 articles about (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-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: 11.0%

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine (109838-85-9) + 2-bromoethyl triphenylmethyl sulfide (157522-54-8) → (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine (259822-62-3) + (2R,5R)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine

Guidance literature:

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine; With 1,3-dimethyl-2-imidazolidinone; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

2-bromoethyl triphenylmethyl sulfide; In tetrahydrofuran; hexane; at -78 ℃; for 20h;

DOI:10.1016/S0957-4166(99)00453-X

Reference yield:

triphenylmethanethiol (3695-77-0) → (2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine (259822-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -78 °C

1.2: 97 percent / hexane; tetrahydrofuran / 3.5 h / -78 - 20 °C

2.1: n-BuLi; 1,3-dimethyl-2-imidazolidinone / hexane; tetrahydrofuran / 0.75 h / -78 °C

2.2: 47 percent / hexane; tetrahydrofuran / 20 h / -78 °C

With 1,3-dimethyl-2-imidazolidinone; n-butyllithium; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution;

DOI:10.1016/S0957-4166(99)00453-X

Reference yield: 89.0%

(2R,5S)-2-isopropyl-3,6-dimethoxy-5-[2-(tritylsulfanyl)ethyl]-2,5-dihydropyrazine (259822-62-3) → methyl (2S)-2-amino-4-(tritylsulfanyl)butanoate (259822-63-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 6h;

DOI:10.1016/S0957-4166(99)00453-X

upstream raw materials:

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

2-bromoethyl triphenylmethyl sulfide

triphenylmethanethiol

Downstream raw materials:

methyl (2S)-2-amino-4-(tritylsulfanyl)butanoate

(2S)-2-amino-4-(tritylsulfanyl)butanoic acid