(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine
CAS No.:876133-06-1
Molecular Formula:C₂₆H₂₈O₉
Molecular Weight:484.503
Hs Code.:

Synonyms:(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

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Chemical Property of (2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

There total 5 articles about (2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine 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:

: 99265-94-8
(2R,4aR,6S,7R,8R,8aR)-8-hydroxy-6-methoxy-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

: 123-76-2
levulinic acid

: 876133-06-1
(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 17h;
DOI:10.1055/s-2005-918474

Reference yield:

: 68366-59-6
(2R,4aR,6S,7R,8aR)-6-methoxy-8-oxo-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

: 876133-06-1
(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / tetrahydrofuran; methanol / 0.75 h / -15 °C

2: 143.0 g / dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 17 h / 20 °C

With dmap; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2005-918474

Reference yield:

: 98-88-4
benzoyl chloride

: 876133-06-1
(2R,4aR,6S,7R,8R,8aR)-6-methoxy-8-(3-oxobutylcarbonyloxy)-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / Me₂SnCl₂; K₂CO₃ / tetrahydrofuran / 72 h / 20 °C

2: pyridinium dichromate; 3 Angstroem molecular sieves / CH₂Cl₂ / 24 h / 20 °C

3: NaBH₄ / tetrahydrofuran; methanol / 0.75 h / -15 °C

4: 143.0 g / dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 17 h / 20 °C

With dmap; sodium tetrahydroborate; dipyridinium dichromate; 3 A molecular sieve; dimethyltin dichloride; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2005-918474