(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

Base Information

Chemical Name:(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid
CAS No.:1338789-68-6
Molecular Formula:C₃₅H₂₈FN₂O₁₂P
Molecular Weight:718.586
Hs Code.:

(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

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Chemical Property of (2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

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Technology Process of (2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

There total 12 articles about (2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic 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: 60.0%

: 1338789-84-6
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(7-(bis(2-nitrobenzyloxy)phosphoryloxy)-8-(fluoromethyl)-2-oxo-2H-chromen-4-yl)propanoic acid

: 1338789-68-6
(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

Guidance literature:: With thiophenol; triethylamine; In dichloromethane; for 1h;
DOI:10.1039/c1cc14653j

Reference yield:

: 1338789-72-2
(S)-allyl 6-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-oxohexanedioate

: 1338789-68-6
(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanesulfonic acid / 4 h / 4 °C / Cooling with ice

2.1: acetic acid / 3 h / 100 - 150 °C

2.2: 1 h

3.1: dmap; triethylamine / dichloromethane / 5 h / Cooling with ice

4.1: sodium tetrahydroborate / ethanol; dichloromethane / 0.08 h / 0 °C

5.1: diethylamino-sulfur trifluoride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / dichloromethane / 5 h / Inert atmosphere

7.1: thiophenol; triethylamine / dichloromethane / 1 h

With dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; diethylamino-sulfur trifluoride; phenylsilane; acetic acid; thiophenol; triethylamine; In ethanol; dichloromethane; 2.1: Duff reaction / 2.2: Duff reaction;
DOI:10.1039/c1cc14653j

Reference yield:

: 1338789-76-6
(S)-allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-formyl-7-hydroxy-2-oxo-2H-chromen-4-yl)propanoate

: 1338789-68-6
(2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(8-(fluoromethyl)-7-(hydroxy(2-nitrobenzyloxy)phosphoryloxy)-2-oxo-2H-chromen-4-yl)propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; triethylamine / dichloromethane / 5 h / Cooling with ice

2: sodium tetrahydroborate / ethanol; dichloromethane / 0.08 h / 0 °C

3: diethylamino-sulfur trifluoride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / dichloromethane / 5 h / Inert atmosphere

5: thiophenol; triethylamine / dichloromethane / 1 h

With dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylamino-sulfur trifluoride; phenylsilane; thiophenol; triethylamine; In ethanol; dichloromethane;
DOI:10.1039/c1cc14653j