(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

Base Information

Chemical Name:(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate
CAS No.:133043-06-8
Molecular Formula:C₂₇H₄₄O₆Si
Molecular Weight:492.728
Hs Code.:

Synonyms:(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

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Chemical Property of (+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

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Technology Process of (+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

There total 12 articles about (+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate 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%

: 133043-05-7,133070-84-5
methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-5'-(p-tolylsulfonyl)-1'-undecenyl>benzoate

: 133043-06-8
(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at -20 ℃;

Reference yield:

: 108-55-4
glutaric anhydride,

: 133043-06-8
(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium diisopropylamide / 1.) THF, -40 deg C, 30 min 2.) THF, -78 to -60 deg C, 1 h

2: diethyl ether; methanol / 0 °C

3: 80 percent / zinc chloride, DIBAL / tetrahydrofuran / 0.5 h / -78 °C

4: 98 percent / imidazole / dimethylformamide / Ambient temperature

5: 89 percent / Raney nickel / ethanol / 1 h / Ambient temperature

6: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 30 min 2.) THF, -40 to 0 deg C, 2 h

7: 90 percent / 6percent sodium amalgam, anh. disodium hydrogen phosphate, methanol / 18 h / -20 °C

With 1H-imidazole; methanol; disodium hydrogenphosphate; sodium amalgam; nickel; diisobutylaluminium hydride; zinc(II) chloride; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00007a015

Reference yield:

: 133043-02-4
(+)-methyl <(S)R>-5-oxo-6-(p-tolylsulfinyl)hexanoate

: 133043-06-8
(+)-methyl (1'E,10'S)-2,4-dimethoxy-6-<10'-<(tert-butyldimethylsilyl)oxy>-6'-oxo-1'-undecenyl>benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / zinc chloride, DIBAL / tetrahydrofuran / 0.5 h / -78 °C

2: 98 percent / imidazole / dimethylformamide / Ambient temperature

3: 89 percent / Raney nickel / ethanol / 1 h / Ambient temperature

4: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 30 min 2.) THF, -40 to 0 deg C, 2 h

5: 90 percent / 6percent sodium amalgam, anh. disodium hydrogen phosphate, methanol / 18 h / -20 °C

With 1H-imidazole; methanol; disodium hydrogenphosphate; sodium amalgam; nickel; diisobutylaluminium hydride; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00007a015