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

Base Information

Chemical Name:(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(2-iodo-4,5-dimethoxyphenethyl)-2-isobutylpent-4-enamide
CAS No.:1384186-22-4
Molecular Formula:C₂₅H₄₂INO₄Si
Molecular Weight:575.603
Hs Code.:

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

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

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

There total 8 articles about (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(2-iodo-4,5-dimethoxyphenethyl)-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: 79.0%

: 66384-48-3
2-(2-iodo-4,5-dimethoxyphenyl)ethan-1-amine

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

: 1384186-22-4
(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-N-(2-iodo-4,5-dimethoxyphenethyl)-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-(2-iodo-4,5-dimethoxyphenyl)ethan-1-amine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol301612q

Reference yield:

: 93-17-4
3,4-dimethoxyphenylacetonitrile

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: Iodine monochloride; acetic acid / 20 °C

2.1: borane / tetrahydrofuran / 80 °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 1-hydroxy-7-aza-benzotriazole; borane; Iodine monochloride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol301612q

Reference yield:

: 58432-84-1
2-(2-iodo-4,5-dimethoxyphenyl)acetonitrile

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane / tetrahydrofuran / 80 °C

2.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

2.2: 20 °C

With 1-hydroxy-7-aza-benzotriazole; borane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol301612q