(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

Base Information

Chemical Name:(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one
CAS No.:260997-29-3
Molecular Formula:C₁₉H₂₈N₂O₄
Molecular Weight:348.442
Hs Code.:

Synonyms:(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

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Chemical Property of (4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

Chemical Property:

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Technology Process of (4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

There total 5 articles about (4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one 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:

: 260997-26-0
(4R,6R,1'S,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-iodoethyl)-1,3-oxazin-2-one

: 260997-29-3
(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

Guidance literature:: (4R,6R,1'S,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-iodoethyl)-1,3-oxazin-2-one; With sodium azide; water; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 4.5h;

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 23h; under 760 Torr;
DOI:10.1039/b404962d

Reference yield:

: 260997-26-0
(4R,6R,1'S,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-iodoethyl)-1,3-oxazin-2-one

: [(R)-6-Eth-(Z)-ylidene-2-oxo-3-((R)-1-phenyl-ethyl)-[1,3]oxazinan-4-yl]-acetic acid isopropyl ester

: 260997-29-3
(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

Guidance literature:: (4R,6R,1'S,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-iodoethyl)-1,3-oxazin-2-one; With sodium azide; In N,N-dimethyl-formamide; at 120 ℃;

With hydrogen; palladium on activated charcoal; under 760 Torr;
DOI:10.1016/S0040-4039(99)01954-1

Reference yield:

: 260997-21-5
isopropyl (2E,5E)-hepta-2,5-dienoate

: 260997-29-3
(4R,6R,1'R,αR)-3-(α-methylbenzyl)-4-(isopropoxycarbonylmethyl)-6-(1'-aminoethyl)-1,3-oxazin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: -78 °C

1.2: N,N-dimethylbarbituric acid / [Pd(PPh₃)4] / CH₂Cl₂

2.1: 90 percent / CH₂Cl₂ / 20 °C

3.1: I₂ / CH₂Cl₂ / 0 °C

4.1: NaN₃ / dimethylformamide / 120 °C

4.2: H₂ / Pd/C / 760 Torr

With sodium azide; iodine; In dichloromethane; N,N-dimethyl-formamide; 1.1: Michael addition / 1.2: Dealkylation / 2.1: Acylation / 3.1: Iodocyclocarbamation / 4.1: Substitution / 4.2: Hydrogenolysis;
DOI:10.1016/S0040-4039(99)01954-1