(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

Base Information

Chemical Name:(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol
CAS No.:716320-19-3
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

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Chemical Property of (3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

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Technology Process of (3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

There total 7 articles about (3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol 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: 90.0%

: 716320-18-2
(3aS,4R,5aS,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-one

: 716320-19-3
(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 - 20 ℃;
DOI:10.1002/ejoc.200300339

Reference yield:

: 474103-98-5
(3aR,4S,5aS,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-5-methylene-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxine

: 716320-19-3
(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: O₃ / methanol; CH₂Cl₂ / -78 °C

2: 90 percent / CeCl₃*H₂O; NaBH₄ / methanol / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride; ozone; In methanol; dichloromethane;
DOI:10.1002/ejoc.200300339

Reference yield:

: 498555-14-9
Carbonic acid ethyl ester 1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester

: 716320-19-3
(3aR,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / pyridine / acetonitrile / 1 h / 85 °C

2: 23 percent / Bu₃SnH; AIBN / toluene / 12 h / 85 °C

3: 70 percent / K₂CO₃ / methanol

4: 80 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h

5: O₃ / methanol; CH₂Cl₂ / -78 °C

6: 90 percent / CeCl₃*H₂O; NaBH₄ / methanol / 0 - 20 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1002/ejoc.200300339