(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

Base Information

Chemical Name:(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol
CAS No.:872356-87-1
Molecular Formula:C₃₉H₆₅NO₄Si
Molecular Weight:640.035
Hs Code.:

Synonyms:(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

Chemical Property:

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Technology Process of (2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

There total 5 articles about (2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol 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: 82.0%

: 872356-73-5
(2S)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-one

: 872356-87-1
(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In ethanol; at -78 ℃; for 6h;
DOI:10.1021/jo051147h

Reference yield:

: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

: 872356-87-1
(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / N-methylmorpholine; 1-(3-methylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1 h / -15 °C

2: 70 percent / s-BuMgCl / tetrahydrofuran; diethyl ether / -15 - 20 °C

3: 88 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide

4: 82 percent / LiAl(t-BuO)3H / ethanol / 6 h / -78 °C

With 4-methyl-morpholine; 1H-imidazole; dmap; 1-ethyl-3-(3-methylaminopropyl)-carbodiimide hydrochloride; s-butylmagnesium chloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051147h

Reference yield:

: 122709-20-0
N-(tert-butoxycarbonyl)-L-serine N'-methoxy-N'-methylamide

: 872356-87-1
(2S,3R)-2-(N-tert-butoxycarbonyl)amino-1-tert-butyldiphenylsilanyloxyoctadecan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / s-BuMgCl / tetrahydrofuran; diethyl ether / -15 - 20 °C

2: 88 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide

3: 82 percent / LiAl(t-BuO)3H / ethanol / 6 h / -78 °C

With 1H-imidazole; dmap; s-butylmagnesium chloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo051147h