(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

Base Information

• Chemical Name: (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide
• CAS No.: 252342-49-7
• Molecular Formula: C₁₇H₂₇NO₅
• Molecular Weight: 325.405
• Mol file: 252342-49-7.mol

Synonyms:(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

Chemical Property of (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

There total 13 articles about (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide 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: 98.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone (132969-62-1) → 4-methyl-5-phenyloxazolidin-2-one (77943-39-6) + (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide (252342-49-7)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In tetrahydrofuran; hexane; at 0 - 20 ℃;

(2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4"-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone; In tetrahydrofuran; hexane; at -20 ℃; for 2.5h; Further stages.;

DOI:10.1021/ja0015287

Reference yield: 89.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (-)-(R)-4-benzyl-3-((2R,3S,4S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanoyl)oxazolidin-2-one (303727-83-5) → (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide (252342-49-7)

Guidance literature:

With trimethylaluminum; In tetrahydrofuran;

DOI:10.1021/ja0015287

Reference yield: 80.0%

(3R,4S)-4-<(S)-1-(4-methoxybenzyloxy)propan-2-yl>-3-methyloxetan-2-one (900170-88-9) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide (252342-49-7)

Guidance literature:

With dimethylaluminum chloride; In hexane; dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ja061938g

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone

(-)-(R)-4-benzyl-3-((2R,3S,4S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanoyl)oxazolidin-2-one

(3R,4S)-4-<(S)-1-(4-methoxybenzyloxy)propan-2-yl>-3-methyloxetan-2-one

Downstream raw materials:

(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

(R)-N-methoxy-2-[(2S,4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxinan-4-yl]-N-methylpropionamide

(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid N-methoxy-N-methyl-amide

2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose