(2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

Base Information

• Chemical Name: (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine
• CAS No.: 172900-68-4
• Molecular Formula: C₂₅H₄₀N₂O₅
• Molecular Weight: 448.603
• Mol file: 172900-68-4.mol

Synonyms:(2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

Chemical Property of (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

There total 8 articles about (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-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-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine (172900-68-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 96 percent / NaBH₄ / methanol / 1 h / 20 °C

2.1: 100 percent / Me₃SiBr / 0.17 h / 20 °C

3.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C

3.2: 86 percent / tetrahydrofuran / 18 h / 0 °C

4.1: 94 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / 3 h / 20 °C

5.1: NaBH₄ / tetrahydrofuran / 0.75 h / 20 °C

5.2: 90 percent / I₂ / tetrahydrofuran / 96 h / 20 °C

6.1: 97 percent / NBS; Ph₃P / CH₂Cl₂ / 18 h / 20 °C

7.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -40 °C

7.2: tetrahydrofuran / 16 h / -20 °C

With lithium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; trimethylsilyl bromide; dihydrogen peroxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water;

DOI:10.1002/hlca.200390235

Reference yield:

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9) → (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine (172900-68-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaBH₄ / tetrahydrofuran / 0.75 h / 20 °C

1.2: 90 percent / I₂ / tetrahydrofuran / 96 h / 20 °C

2.1: 97 percent / NBS; Ph₃P / CH₂Cl₂ / 18 h / 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -40 °C

3.2: tetrahydrofuran / 16 h / -20 °C

With sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.200390235

Reference yield:

3,6-Diethoxy-2,5-dihydropyridazin (38629-19-5) + (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene (172900-69-5) → (2R)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine + (2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine (172900-68-4)

Guidance literature:

3,6-Diethoxy-2,5-dihydropyridazin; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.25h;

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene; In tetrahydrofuran; at -20 ℃; for 16h;

DOI:10.1002/hlca.200390235

upstream raw materials:

3,6-Diethoxy-2,5-dihydropyridazin

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

isovanillin

3-(3-bromopropoxy)-4-methoxybenzaldehyde

Downstream raw materials:

ethyl (2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

(2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexan-1-ol

(2S,4S)-2-Amino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-5-methyl-hexanoic acid ethyl ester