(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

Base Information

Chemical Name:(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane
CAS No.:198208-19-4
Molecular Formula:C₁₉H₂₉NO₄
Molecular Weight:335.444
Hs Code.:

Synonyms:(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

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Chemical Property of (2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

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Technology Process of (2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

There total 4 articles about (2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane 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: 73.0%

: 198208-12-7
(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-6-methyl-1-phenyl-2-heptene

: 198208-19-4
(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;
DOI:10.1021/jo971202p

Reference yield:

: 58561-04-9
N-tert-butoxycarbonyl-L-valine methyl ester

: 198208-19-4
(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / -78 °C

2: 48 percent / K₂CO₃ / ethanol / 0.42 h

3: 63 percent / NaBH₄ / methanol / 1 h / 0 °C

4: 73 percent / m-CPBA / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo971202p

Reference yield:

: 129301-63-9
(S)-1-(dimethoxyphosphoryl)-4-methyl-3-(t-butoxycarbonylamino)-pentan-2-one

: 198208-19-4
(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / K₂CO₃ / ethanol / 0.42 h

2: 63 percent / NaBH₄ / methanol / 1 h / 0 °C

3: 73 percent / m-CPBA / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo971202p