(3aS,4S,4aR,8aR,9aS)-4-fluoro-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:(3aS,4S,4aR,8aR,9aS)-4-fluoro-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one
CAS No.:1417339-28-6
Molecular Formula:C₂₃H₂₄FNO₅
Molecular Weight:413.446
Hs Code.:

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

There total 7 articles about (3aS,4S,4aR,8aR,9aS)-4-fluoro-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: 51.0%

: 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

: 1417339-28-6
(3aS,4S,4aR,8aR,9aS)-4-fluoro-3-(methoxy(phenyl)methyl)-6-phenyloctahydro-2H-[1,3]dioxino[5',4':4,5]benzo[1,2-d]oxazol-2-one

Guidance literature:: With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

Reference yield:

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

: 1417339-28-6
(3aS,4S,4aR,8aR,9aS)-4-fluoro-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 3 steps

1: boron trichloride / dichloromethane / 4 h

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

3: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 20 h / 20 °C / Inert atmosphere

With boron trichloride; toluene-4-sulfonic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; 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

: 1417339-28-6
(3aS,4S,4aR,8aR,9aS)-4-fluoro-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 7 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

7: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 20 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; water; boron trichloride; sodium hydride; toluene-4-sulfonic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;