1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate
• CAS No.: 1355024-88-2
• Molecular Formula: C₂₂H₃₂N₂O₉
• Molecular Weight: 468.504
• Mol file: 1355024-88-2.mol

Synonyms:1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate

Chemical Property of 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate

There total 4 articles about 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate 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: 73.0%

4-(tert-butoxycarbonyl)-3-methoxycarbonyl-4H-[1,4]oxazine (943818-65-3) + 2-(aminomethyl)-3,4,5-trimethoxyphenylmethanol (1355024-93-9) → 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate (1355024-88-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol203364b

Reference yield:

2-(2'-bromo-3',4',5'-trimethoxyphenyl)-[1,3]-dioxolane (151166-78-8) → 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate (1355024-88-2)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide / 1 h / Inert atmosphere; Reflux

2: hydrogenchloride / water; acetonitrile / 0.08 h / 50 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: potassium carbonate / acetonitrile / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 4: Michael addition;

DOI:10.1021/ol203364b

Reference yield:

6-(1,3-dioxolan-2-yl)-2,3,4-trimethoxybenzonitrile (1355024-94-0) → 1-tert-butyl 2-methyl 5-hydroxy-4-(6-(hydroxymethyl)-2,3,4-trimethoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate (1355024-88-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water; acetonitrile / 0.08 h / 50 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: potassium carbonate / acetonitrile / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; water; acetonitrile; 3: Michael addition;

DOI:10.1021/ol203364b

upstream raw materials:

4-(tert-butoxycarbonyl)-3-methoxycarbonyl-4H-[1,4]oxazine

2-(aminomethyl)-3,4,5-trimethoxyphenylmethanol

2-(2'-bromo-3',4',5'-trimethoxyphenyl)-[1,3]-dioxolane

6-(1,3-dioxolan-2-yl)-2,3,4-trimethoxybenzonitrile