ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

Base Information

Chemical Name:ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate
CAS No.:552302-57-5
Molecular Formula:C₂₁H₂₅NO₆
Molecular Weight:387.433
Hs Code.:

Synonyms:ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

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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 ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

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Technology Process of ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

There total 10 articles about ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate 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: 69.0%

: 64-17-5
ethanol

: 552302-55-3
(2S,5S,6R)-5-[2-(benzyloxy)-1-(nitromethyl)ethyl]-2-(tert-butyl)-6-phenyl-1,3-dioxan-4-one

: 552302-57-5
ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

Guidance literature:: With sulfuric acid; for 17h; Heating;
DOI:10.1002/hlca.200390063

Reference yield: 53.0%

: 72656-47-4
ethyl (R)-3-hydroxy-3-phenylpropanoate

: 194807-63-1
(E)-(((3-nitroallyl)oxy)methyl)benzene

: 552302-57-5
ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 14 ℃; for 4h;
DOI:10.1002/hlca.200390063

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 552302-57-5
ethyl (2S)-4-(benzyloxy)-2-[(R)-hydroxy(phenyl)methyl]-3-(nitromethyl)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / KOH / methanol / 1.5 h / 20 °C

2: 82 percent / MsCl; DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 53 percent / BuLi / tetrahydrofuran; hexane / 4 h / -78 - 14 °C

With dmap; potassium hydroxide; n-butyllithium; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/hlca.200390063