(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

Base Information

Chemical Name:(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran
CAS No.:207805-85-4
Molecular Formula:C₂₄H₃₄O₅
Molecular Weight:402.531
Hs Code.:

Synonyms:(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

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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 (2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

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Technology Process of (2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

There total 8 articles about (2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran 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: 72.0%

: 75-24-1
trimethylaluminum

: 207805-80-9
(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methoxy-2-vinyl-octahydro-pyrano[3,2-b]pyran

: 207805-85-4
(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1039/a801678j

Reference yield: 4.0%

: 75-24-1
trimethylaluminum

: 207805-79-6
(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-vinyl-octahydro-pyrano[3,2-b]pyran-2-ol

: 207805-85-4
(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1039/a801678j

Reference yield:

: ((2R,3R)-2-Iodomethyl-tetrahydro-pyran-3-yloxy)-triisopropyl-silane

: 207805-85-4
(2S,3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-2-vinyl-octahydro-pyrano[3,2-b]pyran

Guidance literature:: Multi-step reaction with 5 steps

1: LDA, HMPA / tetrahydrofuran / -78 - 0 °C

2: Bu₄NF / tetrahydrofuran

3: TsOH*H₂O / toluene / 90 °C

4: 80 percent / tetrahydrofuran / -78 °C

5: 4 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/a801678j