(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

Base Information

Chemical Name:(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one
CAS No.:1417339-27-5
Molecular Formula:C₂₃H₂₅NO₆
Molecular Weight:411.455
Hs Code.:

Synonyms:(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

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Chemical Property of (3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

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Technology Process of (3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

There total 6 articles about (3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-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: 55.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 121788-68-9
(3aR,4R,5R,6R,7aS)-4,5-dihydroxy-6-(hydroxymethyl)hexahydrobenzo[d]oxazol-2(3H)-one

: 1417339-27-5
(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 3.5h;

Reference yield:

: 1349172-44-6
(3aS,4R,5R,6R,7aS)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-hexahydrobenzo[d]oxazol-2(3H)-one

: 1417339-27-5
(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: boron trichloride / dichloromethane / 4 h

2: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3.5 h / 60 °C

With boron trichloride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 130970-85-3
rac-((((1R,2R,6R)-6-((benzyloxy)methyl)cyclohex-3-ene-1,2-diyl)bis-(oxy))bis(methylene))dibenzene

: 1417339-27-5
(3aR,4R,4aR, 8aR,9aS)-4-hydroxy-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: water; N-Bromosuccinimide / dimethyl sulfoxide; water / 2.5 h / 0 - 20 °C

2: dichloromethane / 1.5 h / 0 - 20 °C

3: sodium hydride / tetrahydrofuran; mineral oil / 21.5 h / 0 °C / Reflux

4: Chiralpak IA / hexane; ethanol / Resolution of racemate

5: boron trichloride / dichloromethane / 4 h

6: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3.5 h / 60 °C

With N-Bromosuccinimide; water; boron trichloride; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;