(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

Base Information

Chemical Name:(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide
CAS No.:1384186-21-3
Molecular Formula:C₂₇H₄₅NO₄Si
Molecular Weight:475.744
Hs Code.:

Synonyms:(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

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Chemical Property of (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

Chemical Property:

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Technology Process of (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

There total 17 articles about (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide 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: 88.0%

: 1384186-22-4
(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(2-iodo-4,5-dimethoxyphenethyl)-2-isobutylpent-4-enamide

: 7486-35-3
tri-n-butyl(vinyl)tin

: 1384186-21-3
(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol301612q

Reference yield: 72.0%

: 1384186-18-8
2-(4,5-dimethoxy-2-vinylphenyl)ethanamine

: 244177-76-2
(2S,3R)-3-(tert-butyldimethylsilanyloxy)-2-isobutylpent-4-enoic acid

: 1384186-21-3
(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

Guidance literature:: (2S,3R)-3-(tert-butyldimethylsilanyloxy)-2-isobutylpent-4-enoic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

2-(4,5-dimethoxy-2-vinylphenyl)ethanamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol301612q

Reference yield:

: 244177-72-8
(2S,3R)-3-hydroxy-2-isobutylpent-4-enethioic acid S-benzyl ester

: 1384186-21-3
(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(4,5-dimethoxy-2-vinylphenethyl)-2-isobutylpent-4-enamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; methanol; water / 0 - 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 48 h / 0 - 20 °C

2.2: 1.5 h / 20 °C

3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

3.2: 20 °C

With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol301612q