((4E,8E)-(S)-12-Benzenesulfonyl-1,4,8,10-tetramethyl-dodeca-4,8-dienyloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((4E,8E)-(S)-12-Benzenesulfonyl-1,4,8,10-tetramethyl-dodeca-4,8-dienyloxy)-tert-butyl-dimethyl-silane
CAS No.:121587-32-4
Molecular Formula:C₂₈H₄₈O₃SSi
Molecular Weight:492.839
Hs Code.:

Synonyms:

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Chemical Property of ((4E,8E)-(S)-12-Benzenesulfonyl-1,4,8,10-tetramethyl-dodeca-4,8-dienyloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((4E,8E)-(S)-12-Benzenesulfonyl-1,4,8,10-tetramethyl-dodeca-4,8-dienyloxy)-tert-butyl-dimethyl-silane

There total 18 articles about ((4E,8E)-(S)-12-Benzenesulfonyl-1,4,8,10-tetramethyl-dodeca-4,8-dienyloxy)-tert-butyl-dimethyl-silane 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: 71.3%

: 127779-23-1
(2RS,11S,5E,9E)-5,9,11-Trimethyl-13-(phenylsulfonyl)trideca-5,9-dien-2-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 121587-32-4
(3S,12RS,4E,8E)-12-<(tert-Butyl)dimethylsilyloxy>-3,5,9-trimethyl-1-(phenylsulfonyl)trideca-4,8-diene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1002/hlca.19900730203

Reference yield:

: 129423-03-6
(R)-(+)-4-(phenylsulfonyl)-2-methyl-1-butanol

: 121587-32-4
(3S,12RS,4E,8E)-12-<(tert-Butyl)dimethylsilyloxy>-3,5,9-trimethyl-1-(phenylsulfonyl)trideca-4,8-diene

Guidance literature:: Multi-step reaction with 9 steps

1: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

2: 1) Mg / 1) I₂ / 1) THF, room temp.; 2) THF, room temp., 16 h

3: 69 percent / trimethylbenzoic acid / toluene / 4 h / 110 °C

4: DIBAL / toluene / 1 h / -90 °C

5: 1) Mg / 1) I₂ / 1) THF, room temp.; 2) THF, room temp. 16 h

6: 81.3 percent / trimethylbenzoic acid / toluene / 3 h / 110 °C

7: DIBAL / toluene / 1 h / -90 °C

8: 85 percent / diethyl ether / -78 - -40 °C

9: 71.3 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; oxalyl dichloride; trimethylbenzoic acid; diisobutylaluminium hydride; magnesium; dimethyl sulfoxide; iodine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19900730203

Reference yield:

: (2S)-2-Methyl-4-(phenylsulfonyl)butanal

: 121587-32-4
(3S,12RS,4E,8E)-12-<(tert-Butyl)dimethylsilyloxy>-3,5,9-trimethyl-1-(phenylsulfonyl)trideca-4,8-diene

Guidance literature:: Multi-step reaction with 8 steps

1: 1) Mg / 1) I₂ / 1) THF, room temp.; 2) THF, room temp., 16 h

2: 69 percent / trimethylbenzoic acid / toluene / 4 h / 110 °C

3: DIBAL / toluene / 1 h / -90 °C

4: 1) Mg / 1) I₂ / 1) THF, room temp.; 2) THF, room temp. 16 h

5: 81.3 percent / trimethylbenzoic acid / toluene / 3 h / 110 °C

6: DIBAL / toluene / 1 h / -90 °C

7: 85 percent / diethyl ether / -78 - -40 °C

8: 71.3 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With 1H-imidazole; trimethylbenzoic acid; diisobutylaluminium hydride; magnesium; iodine; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19900730203