(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

Base Information

Chemical Name:(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide
CAS No.:278181-18-3
Molecular Formula:C₂₄H₄₃NO₅Si
Molecular Weight:453.695
Hs Code.:

Synonyms:(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

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Chemical Property of (2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

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Technology Process of (2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

There total 6 articles about (2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide 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:

: 994-30-9
triethylsilyl chloride

: (2S,3R)-3-Hydroxy-7-(4-methoxy-benzyloxy)-2-methyl-heptanoic acid methoxy-methyl-amide

: 278181-18-3
(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1021/jo991642b

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 278181-18-3
(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 58 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 45 °C

2.1: 82 percent / PCC / CH₂Cl₂ / 3 h / 20 °C

3.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.2: 68 percent / CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: AlMe₃ / tetrahydrofuran; heptane / 0.42 h / 0 °C

5.1: 636 mg / imidazole / dimethylformamide / 3 h / 0 - 20 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Oxidation / 3.1: Metallation / 3.2: Addition / 4.1: Substitution / 5.1: Substitution;
DOI:10.1021/jo991642b

Reference yield:

: 131375-63-8
5-(4-methoxybenzyloxy)-1-pentanol

: 278181-18-3
(2S,3R)-N-methoxy-N,2-dimethyl-7-[(p-methoxybenzyl)oxy]-3-[(triethylsilyl)oxy]heptanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / PCC / CH₂Cl₂ / 3 h / 20 °C

2.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

2.2: 68 percent / CH₂Cl₂ / 3 h / -78 - 0 °C

3.1: AlMe₃ / tetrahydrofuran; heptane / 0.42 h / 0 °C

4.1: 636 mg / imidazole / dimethylformamide / 3 h / 0 - 20 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition / 3.1: Substitution / 4.1: Substitution;
DOI:10.1021/jo991642b