(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

Base Information

Chemical Name:(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide
CAS No.:1372122-58-1
Molecular Formula:C₃₁H₄₃NO₆Si
Molecular Weight:553.771
Hs Code.:

Synonyms:(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

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Chemical Property of (S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

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Technology Process of (S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

There total 4 articles about (S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide 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: 96.0%

: 1372122-56-9
(S)-3-hydroxy-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1372122-58-1
(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1002/ejoc.201101505

Reference yield:

: 1372122-54-7
3-hydroxy-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanoic acid

: 1372122-58-1
(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; bis(2-oxo-3-oxazolidinyl)phosphane; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C

2: 1H-imidazole; dmap / dichloromethane / 24 h / 0 °C

With 1H-imidazole; dmap; bis(2-oxo-3-oxazolidinyl)phosphane; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101505

Reference yield:

: 438036-54-5
ethyl 3-hydroxy-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanoate

: 1372122-58-1
(S)-3-(tert-butyldimethylsilyloxy)-N-((S)-1-phenylethyl)-3-(1,4,5,8-tetramethoxynaphthalen-2-yl)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / methanol; water / 2 h / 20 °C

2: dmap; bis(2-oxo-3-oxazolidinyl)phosphane; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C

3: 1H-imidazole; dmap / dichloromethane / 24 h / 0 °C

With 1H-imidazole; dmap; bis(2-oxo-3-oxazolidinyl)phosphane; triethylamine; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101505