{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

Base Information

Chemical Name:{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide
CAS No.:113599-93-2
Molecular Formula:C₄₁H₃₉N₃O₈P*I
Molecular Weight:859.654
Hs Code.:

{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

Synonyms:{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

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Chemical Property of {(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

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Technology Process of {(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

There total 10 articles about {(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide 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

: 113599-93-2
{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 8 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

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

7: NaI / acetone / 2 h / Ambient temperature

8: ethyl acetate / 18 h / ice bath

With potassium hydroxide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; toluene-4-sulfonic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triphenylphosphine; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate; acetone;
DOI:10.1021/jm00401a020

Reference yield:

: 22818-40-2
D-4-hydroxyphenylglycine

: 113599-93-2
{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / 1N NaOH / diethyl ether; H₂O; dioxane / 1 h / ice bath

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

3: NaI / acetone / 2 h / Ambient temperature

4: ethyl acetate / 18 h / ice bath

With sodium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium iodide; In 1,4-dioxane; diethyl ether; water; ethyl acetate; acetone;
DOI:10.1021/jm00401a020

Reference yield:

: 84792-41-6
(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycine

: 113599-93-2
{(6S,7S)-2-Allyloxycarbonyl-7-[(R)-2-allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl}-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 3 steps

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

2: NaI / acetone / 2 h / Ambient temperature

3: ethyl acetate / 18 h / ice bath

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