(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

Base Information

Chemical Name:(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one
CAS No.:212609-08-0
Molecular Formula:C₂₃H₂₅NO₅
Molecular Weight:395.455
Hs Code.:

Synonyms:(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

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Technology Process of (1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

There total 6 articles about (1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-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: 75.0%

: (9R,10R,10aR,Z)-9,10-bis(benzyloxy)-5,6,10,10a-tetrahydro-1H-oxazolo[3,4-a]azocin-3(9H)-one

: 212609-08-0
(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;
DOI:10.1021/ja9811400

Reference yield:

: (3aR,11aR,11bR)-2,2-dimethyl-3a,6,7,11,11a,11b-hexahydro[1,3]dioxolo[4,5-c][1,3]oxazolo[3,4-a]azocin-9-one

: 212609-08-0
(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / conc. HBr / acetonitrile / 1 h / 20 °C

2: 84 percent / KH; tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / 50 °C

3: 75 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 6 h / 20 °C

With hydrogen bromide; tetra-(n-butyl)ammonium iodide; potassium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0012748

Reference yield:

: 212609-03-5
(4R)-3-(3-butenyl)-4-[(4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1,3-oxazolidin-2-one

: 212609-08-0
(1aS,7aR,8R,9S,9aS)-8,9-bis(benzyloxy)octahydro[1,3]oxazolo[3,4-a]oxireno[2,3-e]azocin-5-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Cl₂(Cy₃P)2RuCHPh / CH₂Cl₂ / 5 h / 20 °C

2: 99 percent / conc. HBr / acetonitrile / 1 h / 20 °C

3: 84 percent / KH; tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / 50 °C

4: 75 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 6 h / 20 °C

With hydrogen bromide; tetra-(n-butyl)ammonium iodide; potassium hydride; 3-chloro-benzenecarboperoxoic acid; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0012748