ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

Base Information

Chemical Name:ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate
CAS No.:182207-45-0
Molecular Formula:C₁₉H₃₁N₂O₇P
Molecular Weight:430.438
Hs Code.:

Synonyms:ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

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Chemical Property of ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

Chemical Property:

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Technology Process of ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

There total 3 articles about ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate 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: 78.0%

: 182207-36-9
(2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine

: 182207-45-0
ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1021/jo034707q

Reference yield:

: 67561-03-9
N-benzyloxycarbonylglycinal

: 182207-45-0
ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi; iPr₂NH / tetrahydrofuran; hexane / -78 °C

1.2: (EtO)2P(O)Cl / tetrahydrofuran; hexane / -78 - -20 °C

1.3: tetrahydrofuran; hexane / -20 - 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran; hexane / -78 °C

3.1: 78 percent / HCl / tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 1.3: Wadsworth-Emmons olefination;
DOI:10.1021/jo034707q

Reference yield:

: 182207-32-5
(E)-[3-(benzyloxycarbonylamino)-1-propenyl]phosphonic acid diethyl ester

: 182207-45-0
ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 °C

2.1: 78 percent / HCl / tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/jo034707q