(2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide

Base Information

• Chemical Name: (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide
• CAS No.: 1428737-97-6
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.352
• Mol file: 1428737-97-6.mol

Synonyms:(2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide

Chemical Property of (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide

There total 2 articles about (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide 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:

C14H20O4 (1428737-96-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide (1428737-97-6)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at -15 ℃; for 1.5h;

DOI:10.1021/ol4004838

Reference yield:

methyl 2R,3R-nilate (66767-61-1) → (2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide (1428737-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lanthanum(lll) triflate / toluene / 18 h / 20 °C

2: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / -15 °C

With isopropylmagnesium chloride; lanthanum(lll) triflate; In tetrahydrofuran; toluene;

DOI:10.1021/ol4004838

Reference yield: 99.0%

(2R,3R)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylbutanamide (1428737-97-6) + methylmagnesium bromide (75-16-1) → (3R,4R)-4-((4-methoxybenzyl)oxy)-3-methylpentan-2-one (1428737-98-7)

Guidance literature:

In tetrahydrofuran; at 0 - 55 ℃; for 1.5h;

DOI:10.1021/ol4004838

upstream raw materials:

methyl 2R,3R-nilate

C₁₄H₂₀O₄

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

(2R,3R,6S,7S)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(4-methoxybenzyloxy)-3,7-dimethyloctan-4-one

(2S,3S,5S,6S,7R)-1-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,6-dimethyloctane-3,5-diol

(2S,3S,5S,6R,7R)-1,3,5-tris(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,6-dimethyloctane

(3R,4R)-4-((4-methoxybenzyl)oxy)-3-methylpentan-2-one