(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

Base Information

Chemical Name:(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran
CAS No.:133813-44-2
Molecular Formula:C₂₀H₂₃FO₃
Molecular Weight:330.399
Hs Code.:

Synonyms:(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

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Chemical Property of (2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

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Technology Process of (2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

There total 8 articles about (2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-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: 58.0%

: (2S,4R)-4-(5-fluoro-3-hydroxyphenyl)-4-methoxy-2-methyltetrahydropyran

: 146565-10-8
(2S,4S)-4-(3-benzyloxy-5-fluorophenyl)-4-hydroxy-2-methyltetrahydropyran

: 133813-44-2
(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:

Reference yield:

: 146565-11-9
(2S,4R)-4-(3-Benzyloxy-5-fluoro-phenyl)-2-methyl-tetrahydro-pyran-4-ol

: 74-88-4
methyl iodide

: 133813-44-2
(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jm00054a016

Reference yield:

: 24581-03-1
(5E)-hepta-1,5-dien-4-ol

: 133813-44-2
(2S,4R)-4-<3-(benzyloxy)-5-fluorophenyl>-4-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: Ti(OiPr)4, tert-butyl hydroperoxide (TBHP), molecular sieves / CH₂Cl₂ / -20 °C

2: sodium bis(2-methoxyethoxy)aluminium hydride (red-Al) / toluene; tetrahydrofuran / 0 °C

3: O₃ / methanol / -20 °C

4: 1.) ethanolic HCl, 2.) Et₃SiCl, imidazole, 3.) Et₃SiH, TMSOTf

5: CrO₃ / acetone

6: 1.) n-BuLi / 1.) THF, -70 deg C

7: NaH / dimethylformamide / Ambient temperature

With 1H-imidazole; chromium(VI) oxide; titanium(IV) isopropylate; hydrogenchloride; triethylsilane; tert.-butylhydroperoxide; n-butyllithium; molecular sieve; triethylsilyl chloride; trimethylsilyl trifluoromethanesulfonate; sodium hydride; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/jm00054a016