(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

Base Information

Chemical Name:(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone
CAS No.:123487-24-1
Molecular Formula:C₂₉H₄₀O₄Si
Molecular Weight:480.72
Hs Code.:

Synonyms:(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

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Chemical Property of (2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

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Technology Process of (2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

There total 21 articles about (2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone 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: 48.0%

: 123487-30-9
(2R,3R,8R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-8-methyl-10-oxo-undecanoic acid

: 123487-24-1
(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

Guidance literature:: With pyridine; benzenesulfonyl chloride;
DOI:10.1021/jo00285a017

Reference yield:

: 123487-17-2
(6R)-6-methyl-8,8-(ethylenedioxy)nonanal

: 123487-24-1
(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

Guidance literature:: Multi-step reaction with 7 steps

1: 1) lithium bis(trimethylsilyl)amide / 1) THF, -10 deg C, 45 min, 2) THF, -100 deg C, 1.25 h

2: 90 percent / potassium carbonate / 3 h / Ambient temperature

3: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1.0 h, 2a) -78 deg C up to -25 deg C, 4.0 h, 2b) -25 deg C, 12.0 h

4: 100 percent / hydrogen / 10percent Pd-C / ethyl acetate / 1 h / 2585.7 Torr

5: 78 percent / imidazole / dimethylformamide / 3 h

6: 0.3N aq. sodium hydroxide / propan-2-ol / 0.5 h / 60 °C

7: 40 percent / benzenesulfonyl chloride, pyridine / 1) 0 deg C, 1.0 h, then -25 deg C, 12.0 h

With pyridine; 1H-imidazole; sodium hydroxide; hydrogen; potassium carbonate; benzenesulfonyl chloride; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00058a057

Reference yield:

: 146500-58-5
(3R,8R)-methyl 3-hydroxy-8-methyl-10,10-(ethylenedioxy)undecanoate

: 123487-24-1
(2'R,3'R,4R)-8-<3'-<((tert-butyldiphenylsilyl)oxy)methyl>-4'-oxo-2'-oxetanyl>-4-methyl-2-octanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1.0 h, 2a) -78 deg C up to -25 deg C, 4.0 h, 2b) -25 deg C, 12.0 h

2: 100 percent / hydrogen / 10percent Pd-C / ethyl acetate / 1 h / 2585.7 Torr

3: 78 percent / imidazole / dimethylformamide / 3 h

4: 0.3N aq. sodium hydroxide / propan-2-ol / 0.5 h / 60 °C

5: 40 percent / benzenesulfonyl chloride, pyridine / 1) 0 deg C, 1.0 h, then -25 deg C, 12.0 h

With pyridine; 1H-imidazole; sodium hydroxide; hydrogen; benzenesulfonyl chloride; lithium diisopropyl amide; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00058a057