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

Base Information

Chemical Name:(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide
CAS No.:600737-62-0
Molecular Formula:C₁₉H₃₁NO₆
Molecular Weight:369.458
Hs Code.:

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

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

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

There total 4 articles about (2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide 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: 95.0%

: 107-30-2
chloromethyl methyl ether

: 252342-49-7
(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide

: 600737-62-0
(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ol035697i

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 600737-62-0
(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

1.2: 20.09 g / CH₂Cl₂ / 12 h / -78 - 20 °C

2.1: 86 percent / trimethylaluminium / tetrahydrofuran; benzene / 3.5 h / 0 °C

3.1: 13.0 g / diisopropylethylamine; (ⁿBu)4N⁽¹⁺⁾*I^(1-) / 2.5 h / 0 °C

With di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; benzene; 1.2: Evans aldol reaction;
DOI:10.1021/jo034521r

Reference yield:

: 136320-64-4
(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

: 600737-62-0
(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / -78 °C

2.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

2.2: 20.09 g / CH₂Cl₂ / 12 h / -78 - 20 °C

3.1: 86 percent / trimethylaluminium / tetrahydrofuran; benzene / 3.5 h / 0 °C

4.1: 13.0 g / diisopropylethylamine; (ⁿBu)4N⁽¹⁺⁾*I^(1-) / 2.5 h / 0 °C

With oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; benzene; 1.1: Swern oxidation / 2.2: Evans aldol reaction;
DOI:10.1021/jo034521r