(2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine

Base Information

• Chemical Name: (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine
• CAS No.: 634893-22-4
• Molecular Formula: C₂₇H₃₆N₂O₄
• Molecular Weight: 452.594
• Mol file: 634893-22-4.mol

Synonyms:(2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine

Chemical Property of (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine

There total 1 articles about (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-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:

3-Methoxy-4-benzyloxy-phenethyliodid (94460-54-5) + (2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine (110117-71-0) → (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine (634893-22-4)

Guidance literature:

(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine; With n-butyllithium; at -78 - 0 ℃;

3-Methoxy-4-benzyloxy-phenethyliodid;

DOI:10.1055/s-2003-40883

Reference yield: 62.0%

ethyl iodide (75-03-6) + (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine (634893-22-4) → (2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-2-ethyl-5-isopropyl-2,5-dihydropyrazine (634893-08-6)

Guidance literature:

(2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine; With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.5h;

ethyl iodide; In tetrahydrofuran; hexane; at -75 - 0 ℃; for 1.5h;

DOI:10.1055/s-2003-40883

Reference yield:

(2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-5-isopropyl-2,5-dihydropyrazine (634893-22-4) → Phosphoric acid mono-{(R)-2-amino-4-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-2-methyl-butyl} ester

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: tetrahydrofuran; hexane / -78 - 0 °C

2.1: aq. CF₃COOH / acetonitrile / 20 °C

3.1: LiAlH₄ / tetrahydrofuran / 20 °C

4.1: CH₂Cl₂ / 20 °C

5.1: 100 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C

6.1: K₂CO₃ / ethanol; dimethylformamide / 65 °C

7.1: tetrazole / tetrahydrofuran / 3 h / 20 °C

8.1: aq. H₂O₂ / tetrahydrofuran / 1 h / 20 °C

9.1: H₂ / 10 percent Pd/C / ethanol / 6 h / 20 °C

10.1: aq. HCl / acetic acid / 6 h / 20 °C

With 1H-tetrazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; hydrogen; dihydrogen peroxide; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1055/s-2003-40883

upstream raw materials:

3-Methoxy-4-benzyloxy-phenethyliodid

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

Downstream raw materials:

(2R,5R)-2-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3,6-diethoxy-2-ethyl-5-isopropyl-2,5-dihydropyrazine

(2R,5R)-2-[2-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-3,6-diethoxy-5-isopropyl-2-methyl-2,5-dihydro-pyrazine

[3-(4-hydroxy-3-methoxy-phenyl)-1-hydroxymethyl-1-methyl-propyl]-carbamic acid tert-butyl ester

(R)-2-Amino-4-(4-benzyloxy-3-methoxy-phenyl)-2-methyl-butyric acid ethyl ester