4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

Base Information

Chemical Name:4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate
CAS No.:152560-37-7
Molecular Formula:C₁₅H₁₆N₂O₆S
Molecular Weight:352.368
Hs Code.:

Synonyms:4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

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Chemical Property of 4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

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Technology Process of 4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

There total 6 articles about 4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate 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: 85.0%

: 152560-36-6
4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-tert-butyldimethylsilyloxyethyl>-3-(2,2-bisnor)penicillante

: 152560-37-7
4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 20h; Ambient temperature;

Reference yield:

: 152560-41-3
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<(R)-2-amino-2-(4-nitrobenzyloxycarbonyl)ethyl>thio-2-azetidinone

: 152560-37-7
4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

Guidance literature:: Multi-step reaction with 3 steps

1: 16.45 g / tert-butyl nitrate, acetic acid / CH₂Cl₂ / 1.5 h / Heating

2: 5 percent / Rh₂(OAc)4 / benzene / 2 h

3: 85 percent / acetic acid, tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 h / Ambient temperature

With dirhodium tetraacetate; tert-butyl nitrate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; benzene;

Reference yield:

: 152560-42-4
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>thio-2-azetidinone

: 152560-37-7
4-nitrobenzyl (3S,5R,6S)-6-<(R)-1-hydroxyethyl>-3-(2,2-bisnor)penicillanate

Guidance literature:: Multi-step reaction with 2 steps

1: 5 percent / Rh₂(OAc)4 / benzene / 2 h

2: 85 percent / acetic acid, tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 h / Ambient temperature

With dirhodium tetraacetate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; benzene;