(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

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Chemical Name:(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one
CAS No.:1413399-71-9
Molecular Formula:C₅₅H₆₂N₂O₇
Molecular Weight:863.106
Hs Code.:

(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

Synonyms:(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

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Chemical Property of (3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

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Technology Process of (3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

There total 15 articles about (3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-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: 80.5%

: 1413399-68-4
(3S,4S,4aR)-3-allyl-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

: 1413399-57-1
1-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(pent-4-en-1-yl)pyrrolidin-1-yl)ethanone

: 1413399-71-9
(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 24h; Reflux;
DOI:10.1021/jo4010553

Reference yield:

: 1413399-64-0
(R)-ethyl 2-((S)-(benzhydryloxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)piperidine-1-carboxylate

: 1413399-71-9
(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dowex 50 H⁺ / methanol / 12 h / Reflux

2.1: triethylamine; dmap; tert-butyldimethylsilyl chloride / dichloromethane / 12 h / 0 - 20 °C

2.2: 2 h / 0 - 20 °C

2.3: 1.5 h / 20 °C

3.1: copper(l) iodide / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; copper(l) iodide; tert-butyldimethylsilyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo4010553

Reference yield:

: 1413399-62-8
(R)-1-allyl-2-((S)-(benzhydryloxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)piperidine

: 1413399-71-9
(3S,4S,4aR)-3-(6-((2R,3R,4R,5R)-1-acetyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)hex-2-en-1-yl)-4-(benzhydryloxy)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / dichloromethane / 12 h / 20 °C / Reflux

2.1: Dowex 50 H⁺ / methanol / 12 h / Reflux

3.1: triethylamine; dmap; tert-butyldimethylsilyl chloride / dichloromethane / 12 h / 0 - 20 °C

3.2: 2 h / 0 - 20 °C

3.3: 1.5 h / 20 °C

4.1: copper(l) iodide / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.2: 2 h / 0 - 20 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; copper(l) iodide; sodium hydrogencarbonate; tert-butyldimethylsilyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo4010553