ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate

Base Information

• Chemical Name: ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate
• CAS No.: 213686-01-2
• Molecular Formula: C₁₃H₂₂N₂O₄
• Molecular Weight: 270.329
• Mol file: 213686-01-2.mol

Synonyms:ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate

Chemical Property of ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate

There total 1 articles about ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate 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:

(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (78342-42-4) + ethyl bromoacetate (105-36-2) → ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate (213686-01-2,1415566-75-4) + ((2S,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-acetic acid ethyl ester

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 8h;

DOI:10.1016/S0040-4020(98)00492-X

Reference yield:

ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate (213686-01-2,1415566-75-4) → L-valine hydrochloride (17498-50-9,25616-14-2,31320-20-4)

Guidance literature:

Multi-step reaction with 5 steps

1: LiAlH₄ / tetrahydrofuran / -20 °C

2: pyridine / 0 °C

3: 95 percent / NaI / acetone / 2 h / Heating

4: 19 percent / n-BuLi / tetrahydrofuran / 6 h / -78 °C

5: HCl / 2 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; sodium iodide; In tetrahydrofuran; pyridine; acetone; 1: Reduction / 2: Tosylation / 3: Iodination / 4: Dimerization / 5: Hydrolysis;

DOI:10.1016/S0040-4020(98)00492-X

Reference yield:

ethyl-(3S,6R)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazin-6-yl-acetate (213686-01-2,1415566-75-4) → 2-[(2R,5S)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl]ethyl 4-methylbenzenesulfonate (213686-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / -20 °C

2: pyridine / 0 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; pyridine; 1: Reduction / 2: Tosylation;

DOI:10.1016/S0040-4020(98)00492-X

upstream raw materials:

(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

ethyl bromoacetate

Downstream raw materials:

L-valine hydrochloride

2-[(2R,5S)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl]ethyl 4-methylbenzenesulfonate