(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Base Information

Chemical Name:(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester
CAS No.:132931-98-7
Molecular Formula:C₁₁H₁₃ClN₂O₄
Molecular Weight:272.688
Hs Code.:

Synonyms:(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Suppliers and Price of (6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

There total 1 articles about (6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester 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:

: 40630-84-0
allyl bromoacetate

: 132931-98-7
(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: 95 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.33 h / -78 °C

3: 77 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

4: 82 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 0.25 h

5: 1.) p-toluenesulfonic acid monohydrate, 2.) sodium bicarbonate, pH 8 / 1.) acetone, 19 h, 2.) EtOAc, H₂O

With potassium hydroxide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jm00401a020

Reference yield:

: 132931-98-7
(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

: 113666-86-7
(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(1-trans-3,3,3-trifluoropropenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: EEDQ / ethyl acetate / 3 h / Ambient temperature

2: NaI / acetone / 2 h / Ambient temperature

3: ethyl acetate / 18 h / ice bath

4: 70 percent / Et₃N / CH₂Cl₂ / 0.25 h / ice bath

5: 18 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, PPh₃, N-methylaniline / CH₂Cl₂ / 0.83 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; triphenylphosphine; N-methylaniline; sodium iodide; In dichloromethane; ethyl acetate; acetone;
DOI:10.1021/jm00401a020

Reference yield:

: 132931-98-7
(6S,7S)-7-Amino-3-chloromethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

: 113599-92-1
(6S,7S)-7-[(R)-2-Allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-3-iodomethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: EEDQ / ethyl acetate / 3 h / Ambient temperature

2: NaI / acetone / 2 h / Ambient temperature

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium iodide; In ethyl acetate; acetone;
DOI:10.1021/jm00401a020