p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate

Base Information

Chemical Name:p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate
CAS No.:90822-25-6
Molecular Formula:C₁₇H₁₈N₂O₇
Molecular Weight:362.339
Hs Code.:

Synonyms:p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate

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Chemical Property of p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate

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Technology Process of p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate

There total 8 articles about p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate 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: 95.0%

: 90822-24-5
(γR,2R,3S)-α-diazo-3-[(1R)-1-hydroxyethyl]-γ-methyl-β,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester

: 90822-25-6
p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate

Guidance literature:: With rhodium(III) octanoate; In hexane; ethyl acetate; for 0.25h; Heating;

Reference yield:

: 86978-81-6,87392-17-4,92217-75-9
Acetic acid (2R,3R)-3-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl ester

: 83973-55-1,86421-07-0,86421-10-5,90822-25-6,93711-80-9,93711-89-8,101135-20-0,104873-15-6,112574-61-5,124095-38-1
(2R,4S,5R,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate(TfO-TMS) / CH₂Cl₂ / Ambient temperature

2: aq.NaOH / methanol

3: according to the Merck method

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)94938-4

Reference yield:

: 86978-81-6,87392-17-4,92217-75-9
Acetic acid (2R,3R)-3-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl ester

: 83973-55-1,86421-07-0,86421-10-5,90822-25-6,93711-80-9,93711-89-8,101135-20-0,104873-15-6,112574-61-5,124095-38-1
(2R,4R,5R,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate(TfO-TMS) / CH₂Cl₂ / Ambient temperature

2: aq.NaOH / methanol

3: according to the Merck method

With sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)94938-4