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

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Chemical Name:(2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine
CAS No.:182207-36-9
Molecular Formula:C₂₆H₄₂N₃O₇P
Molecular Weight:539.609
Hs Code.:

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

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Chemical Property of (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine

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Technology Process of (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine

There total 3 articles about (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine 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: 21.0%

: 134870-62-5
(3S)-3,6-dihydro-2,5-diethoxy-3-isopropylpyrazine

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

: [(R)-3-Benzyloxycarbonylamino-2-((2R,5S)-3,6-diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-propyl]-phosphonic acid diethyl ester

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

: [3-Benzyloxycarbonylamino-2-((2S,5S)-3,6-diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-propyl]-phosphonic acid diethyl ester

: [5-Benzyloxycarbonylamino-2-(benzyloxycarbonylamino-methyl)-4-((S)-3,6-diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-3-(diethoxy-phosphoryl)-pentyl]-phosphonic acid diethyl ester

Guidance literature:: (3S)-3,6-dihydro-2,5-diethoxy-3-isopropylpyrazine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(E)-[3-(benzyloxycarbonylamino)-1-propenyl]phosphonic acid diethyl ester; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1021/jo034707q

Reference yield:

: 67561-03-9
N-benzyloxycarbonylglycinal

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

Guidance literature:: Multi-step reaction with 2 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

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