allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester

Base Information

• Chemical Name: allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester
• CAS No.: 101430-41-5
• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.331
• Mol file: 101430-41-5.mol

Synonyms:allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester

Chemical Property of allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester

There total 1 articles about allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester 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:

(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester (100613-73-8) → allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester (101430-41-5)

Guidance literature:

With diethyl ether; ammonia; sodium amide; Erhitzen des Reaktionsprodukts mit Allylbromid in Toluol;

DOI:10.1021/ja01592a060

Reference yield: 70.0%

allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester (101430-41-5) → (R)-2-Allyl-2-(3,4-dimethoxy-phenyl)-malonic acid monomethyl ester (256389-52-3) + (S)-2-Allyl-2-(3,4-dimethoxy-phenyl)-malonic acid monomethyl ester

Guidance literature:

With pig liver esterase; In water; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(99)00425-5

Reference yield:

allyl-(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester (101430-41-5) → (S)-3-Allyl-1-benzyl-3-(3,4-dimethoxy-phenyl)-pyrrolidine

Guidance literature:

Multi-step reaction with 9 steps

1: 70 percent / pig liver esterase / H₂O / 20 °C

2: (COCl)2, DMF

3: NaBH₄ / tetrahydrofuran / -15 °C

4: 100 percent / Dess-Martin reagent / CH₂Cl₂ / 20 °C

5: t-BuLi / tetrahydrofuran / -78 °C

6: HCl / CH₂Cl₂ / 20 °C

8: tetrahydrofuran / Heating

9: DIBAL-H / -78 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; pig liver esterase; oxalyl dichloride; tert.-butyl lithium; diisobutylaluminium hydride; Dess-Martin periodane; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; 1: enzymatic hydrolysis / 2: Chlorination / 3: Reduction / 4: Oxidation / 5: Condensation / 6: Hydrolysis / 7: Condensation / 8: Cyclization / 9: Reduction;

DOI:10.1016/S0957-4166(99)00425-5

upstream raw materials:

(3,4-dimethoxy-phenyl)-malonic acid dimethyl ester

Downstream raw materials:

(R)-2-Allyl-2-(3,4-dimethoxy-phenyl)-malonic acid monomethyl ester

(R)-2-(3,4-Dimethoxy-phenyl)-2-formyl-pent-4-enoic acid methyl ester

(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-oxo-ethyl)-pent-4-enoic acid methyl ester

(R)-2-(3,4-Dimethoxy-phenyl)-2-hydroxymethyl-pent-4-enoic acid methyl ester