allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

Base Information

Chemical Name:allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt
CAS No.:113666-87-8
Molecular Formula:C₇H₈O₃S*C₁₈H₂₀N₂O₄Se
Molecular Weight:579.533
Hs Code.:

Synonyms:allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

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Chemical Property of allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

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Technology Process of allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

There total 7 articles about allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt 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: 72.0%

: 104-15-4
toluene-4-sulfonic acid

: 113599-77-2
allyl (6S,7S)-8-oxo-3-<2-(phenylseleno)ethyl>-7-(tritylamino)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

: 113666-87-8
allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

Guidance literature:: In acetone; for 19h; ice bath;
DOI:10.1021/jm00401a020

Reference yield:

: 40630-84-0
allyl bromoacetate

: 113666-87-8
allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / tetrabutylammonium bromide, KOH / tetrahydrofuran / 20 h

2: 48 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.33 h / -78 °C

3: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

4: 73 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 0.25 h

5: 72 percent / acetone / 19 h / ice bath

With potassium hydroxide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; acetone;
DOI:10.1021/jm00401a020

Reference yield:

: 16599-78-3
3-(phenylselanyl)propanoic acid

: 113666-87-8
allyl (6S,7S)-7-amino-3-<2-(phenylseleno)ethyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate p-toluenesulfonic acid salt

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / oxalyl chloride / 4 h

2: 48 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.33 h / -78 °C

3: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

4: 73 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 0.25 h

5: 72 percent / acetone / 19 h / ice bath

With oxalyl dichloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; acetone;
DOI:10.1021/jm00401a020