methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

Base Information

Chemical Name:methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate
CAS No.:74581-59-2
Molecular Formula:C₃₂H₄₄O₆Si
Molecular Weight:552.783
Hs Code.:

Synonyms:methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

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Chemical Property of methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

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Technology Process of methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

There total 42 articles about methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate 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%

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9R,11S-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

Guidance literature:: With potassium carbonate; In methanol; for 6h; Ambient temperature;

Reference yield: 75.0%

: 75685-18-6
methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12,12-di(ethylthio)dodeca-5Z-enoate

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 6h; Ambient temperature;

Reference yield:

: 2946-01-2
(3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

Guidance literature:: Multi-step reaction with 11 steps

1: p-toluenesulfonic acid / 0.5 h / Heating

2: 65 percent / soda lime / benzene / 225 - 235 °C / 5 Torr

3: hydrogen / 5 percent Pd/C / ethyl acetate / 0.17 h

4: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1 N KOH / 1.) CH₂Cl₂, 0 deg C, 3 h; room temperature, 20 h, 2.) MeOH/H₂O, 0 deg C

5: 1.) n-BuLi / hexamethylphosphoric acid triamide; hexane / 1.) 5 deg C, 2.) room temperature, 20 h

6: diethyl ether

7: hydrogen, ethylene diamine / nickel acetate, sodium borohydride / ethanol; H₂O

8: imidazole / dimethylformamide / 17 h / 78 °C

9: 85 percent / zinc chloride / 1 h / -10 °C

10: p-toluenesulfonic acid / acetone / 0.25 h / Ambient temperature

11: 75 percent / mercuric oxide, mercuric chloride / acetone; H₂O / 6 h / Ambient temperature

With pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; soda lime; hydrogen; toluene-4-sulfonic acid; ethylenediamine; p-toluenesulfonyl chloride; mercury dichloride; mercury(II) oxide; zinc(II) chloride; sodium tetrahydroborate; palladium on activated charcoal; nickel diacetate; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;