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

Base Information

Chemical Name:(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid
CAS No.:113599-99-8
Molecular Formula:C₁₈H₁₉N₃O₆
Molecular Weight:373.365
Hs Code.:

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

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Chemical Property of (6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

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Technology Process of (6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

There total 9 articles about (6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 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: 64.0%

: 113599-91-0
allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

: 113599-99-8
(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; triphenylphosphine; In dichloromethane;
DOI:10.1021/jm00401a020

Reference yield:

: 22818-40-2
D-4-hydroxyphenylglycine

: 113599-99-8
(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

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: 1.) m-CPBA, 2.) pyridine, dihydropyran / 1.) CHCl₃, 1,1,1-trichloroethane, -15 deg C, 0.5 h, 2.) reflux, 1.5 h

4: 64 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, PPh₃, 2-ethylhexanoic acid / CH₂Cl₂

With pyridine; 3,4-dihydro-2H-pyran; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1021/jm00401a020

Reference yield:

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

: 113599-99-8
(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: 1.) m-CPBA, 2.) pyridine, dihydropyran / 1.) CHCl₃, 1,1,1-trichloroethane, -15 deg C, 0.5 h, 2.) reflux, 1.5 h

3: 64 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, PPh₃, 2-ethylhexanoic acid / CH₂Cl₂

With pyridine; 3,4-dihydro-2H-pyran; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In dichloromethane; ethyl acetate;
DOI:10.1021/jm00401a020