4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

Base Information

Chemical Name:4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone
CAS No.:939019-36-0
Molecular Formula:C₂₈H₄₀O₆Si
Molecular Weight:500.707
Hs Code.:

Synonyms:4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

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Chemical Property of 4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

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Technology Process of 4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

There total 10 articles about 4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 939019-36-0
4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine

2: t-BuLi / diethyl ether / -78 °C

With 2,6-dimethylpyridine; tert.-butyl lithium; In diethyl ether;
DOI:10.1021/jo00104a004

Reference yield:

: ((3aS,5S,7aR)-7-Bromo-5-methyl-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-2-yloxy)-triisopropyl-silane

: 711-78-4
3-methoxy-4-phenylcyclobutenedione

: 939019-36-0
4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

Guidance literature:: With tert.-butyl lithium; In diethyl ether; at -78 ℃;
DOI:10.1021/jo00104a004

Reference yield:

: 123976-40-9
((2S,5R,6S)-5-Hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-yl)-acetic acid methyl ester

: 939019-36-0
4-Hydroxy-3-methoxy-4-((3aS,5S,7aS)-5-methyl-2-triisopropylsilanyloxy-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-7-yl)-2-phenyl-cyclobut-2-enone

Guidance literature:: Multi-step reaction with 9 steps

1: Swern

2: Br₂, Et₃N

3: NaBH₄, CeCl₃

5: LiOH / 0 °C

6: Et₃N / benzene / Heating

7: DIBAL

8: 2,6-lutidine

9: t-BuLi / diethyl ether / -78 °C

With 2,6-dimethylpyridine; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; Swern ; bromine; tert.-butyl lithium; diisobutylaluminium hydride; triethylamine; In diethyl ether; benzene;
DOI:10.1021/jo00104a004