3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide

Base Information

• Chemical Name: 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide
• CAS No.: 627101-57-9
• Molecular Formula: C₁₅H₂₃NO₅
• Molecular Weight: 297.351
• Mol file: 627101-57-9.mol

Synonyms:3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide

Chemical Property of 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide

There total 2 articles about 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide 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: 83.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + methyl 3-(3,4-dimethoxy-benzyloxy)-2-(R)-methyl-propionate (212051-39-3) → 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide (627101-57-9)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; for 1.5h; cooling;

DOI:10.1016/j.tet.2007.01.048

Reference yield:

(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate (905589-59-5) → 3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide (627101-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / 20 °C

2: 83 percent / isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / cooling

With isopropylmagnesium chloride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2007.01.048

Reference yield:

3-(3,4-dimethoxy-benzyloxy)-N-methoxy-2,N-dimethyl-propionamide (627101-57-9) → (2R,3S,5S,6E,9R,10E,12E)-9-(tert-butyldimethylsilyloxy)-1-(3,4-dimethoxybenzyloxy)-5-methoxy-13-bromo-2,7-dimethyl-3-triethylsilyloxy-trideca-6,10,12-triene (889454-45-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 80 percent / samarium diiodide / tetrahydrofuran / 1 h / -10 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4: 87 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

5: 96 percent / Proton Sponge / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; samarium diiodide; Proton Sponge; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol060609q

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

methyl 3-(3,4-dimethoxy-benzyloxy)-2-(R)-methyl-propionate

(3,4-dimethoxoxyphenyl)methyl 2,2,2-trichloroacetimidate

Downstream raw materials:

(R)-1-(3,4-Dimethoxy-benzyloxy)-2-methyl-pentan-3-one

(2R,5S,6E,9R,10E,12E)-9-(tert-butyldimethylsilyloxy)-1-(3,4-dimethoxybenzyloxy)-5-hydroxy-13-bromo-2,7-dimethyl-trideca-6,10,12-trien-3-one