ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

Base Information

Chemical Name:ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate
CAS No.:250668-99-6
Molecular Formula:C₂₃H₃₉NO₅Si
Molecular Weight:437.652
Hs Code.:

Synonyms:ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

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Chemical Property of ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

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Technology Process of ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

There total 3 articles about ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate 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: 67.0%

: 42201-84-3
1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene

: 250668-94-1
(2S,3S)-3-methyl-2-[N-(tert-butoxycarbonyl)amino]pentanoyldimethylphenylsilane

: 250668-99-6
ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 10h;
DOI:10.1021/jo982501x

Reference yield:

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 250668-99-6
ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / tetrahydrofuran / 0.5 h / 20 °C

2: 2.88 g / tetrahydrofuran / 0.5 h / -78 °C

3: 67 percent / BF₃*Et₂O / CH₂Cl₂ / 10 h / -78 °C

With boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution / 3: Condensation;
DOI:10.1021/jo982501x

Reference yield:

: 214836-49-4
(2S,3S)-2-[N-(tert-butoxycarbonyl)amino]-1-imidazol-1-yl-3-methylpentan-1-one

: 250668-99-6
ethyl (3R,4S,5S)-4-[N-(tert-butoxycarbonyl)amino]-3-[dimethyl(phenyl)silyl]-3-hydroxy-5-methylheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2.88 g / tetrahydrofuran / 0.5 h / -78 °C

2: 67 percent / BF₃*Et₂O / CH₂Cl₂ / 10 h / -78 °C

With boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Condensation;
DOI:10.1021/jo982501x