(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

Base Information

Chemical Name:(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester
CAS No.:908299-02-5
Molecular Formula:C₃₁H₄₆N₄O₈
Molecular Weight:602.728
Hs Code.:

(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

Synonyms:(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

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Chemical Property of (2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

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Technology Process of (2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

There total 6 articles about (2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester 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: 80.0%

: 908298-93-1
(2R,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

: (R)-3-Amino-N-((S)-1-ethoxycarbonyl-2-methyl-propyl)-3-methyl-succinamic acid benzyl ester; hydrochloride

: 908299-02-5
(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 24h;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: 908298-92-0
(2R,5S)-(4-benzyl-6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

: 908299-02-5
(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

2: 80 percent / triethylamine; HBTU / acetonitrile / 24 h / 20 °C

With ammonia; lithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; acetonitrile; tert-butyl alcohol; 1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: (5S)-4-benzyl-6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazine

: 908299-02-5
(2R,5S,2'S,5'R)-8'-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-3',6'-diaza-4',7'-dioxo-2'-isopropyl-5'-methyl-5'-(benzyloxycarbonylmethyl)octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 88 percent / tetrahydrofuran / 3 h / -78 °C

2.1: 84 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

3.1: 80 percent / triethylamine; HBTU / acetonitrile / 24 h / 20 °C

With ammonia; lithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile; tert-butyl alcohol; 2.1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021