Benzenesulfonamide, N-[(1R)-2-[2-[(2S,5S,6S)-2,5-dihydroxy-6-methyl-7-octenyl]-1,3-dithian- 2-yl]-1-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl-

Base Information

Chemical Name:Benzenesulfonamide, N-[(1R)-2-[2-[(2S,5S,6S)-2,5-dihydroxy-6-methyl-7-octenyl]-1,3-dithian- 2-yl]-1-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl-
CAS No.:860303-62-4
Molecular Formula:C26H41NO6S3
Molecular Weight:559.813
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzenesulfonamide, N-[(1R)-2-[2-[(2S,5S,6S)-2,5-dihydroxy-6-methyl-7-octenyl]-1,3-dithian- 2-yl]-1-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl-

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Technology Process of Benzenesulfonamide, N-[(1R)-2-[2-[(2S,5S,6S)-2,5-dihydroxy-6-methyl-7-octenyl]-1,3-dithian- 2-yl]-1-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl-

There total 11 articles about Benzenesulfonamide, N-[(1R)-2-[2-[(2S,5S,6S)-2,5-dihydroxy-6-methyl-7-octenyl]-1,3-dithian- 2-yl]-1-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methyl- 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: 98.0%

: N-[2-{2-[2-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-6-methyl-oct-7-enyl]-[1,3]dithian-2-yl}-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-4-methyl-benzenesulfonamide

: 860303-62-4
N-[(R)-2-[2-((2S,5S,6S)-2,5-Dihydroxy-6-methyl-oct-7-enyl)-[1,3]dithian-2-yl]-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-4-methyl-benzenesulfonamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1021/ol0510264

Reference yield: 98.0%

: 860303-49-7
(+)-N-[(1R)-2-{2-[(2S,5S,6S)-2-(tert-butyldimethylsilanyloxy)-5-(tert-butyldiphenylsilanyloxy)-6-methyloct-7-enyl]-(1,3-dithian-2-yl)}-1-(2-methyl-1,3-dioxolan-2-yl)-ethyl]4-methylbenzenesulfonamide

: 860303-62-4
N-[(R)-2-[2-((2S,5S,6S)-2,5-Dihydroxy-6-methyl-oct-7-enyl)-[1,3]dithian-2-yl]-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-4-methyl-benzenesulfonamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo052314g

Reference yield:

: 64520-58-7,917877-01-1
ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

: 860303-62-4
N-[(R)-2-[2-((2S,5S,6S)-2,5-Dihydroxy-6-methyl-oct-7-enyl)-[1,3]dithian-2-yl]-1-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: HCl / ethanol / 2 h / 20 °C

2.1: hydrogen / Pd/C / ethanol / 20 °C

3.1: 6.16 g / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂

4.1: 98 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: BF₃*OEt₂ / tetrahydrofuran; hexane / 3.33 h

5.2: 1.6 g / H₂O₂; NaOH / tetrahydrofuran; hexane; H₂O / 1 h / Heating

6.1: imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

7.1: CSA / CH₂Cl₂; methanol / 4 h / 20 °C

8.1: 99 percent / NaH; N-(2,4,6-triisopropylbenzenesulfonyl)imidazole / tetrahydrofuran / 0 - 20 °C

9.1: t-BuLi / diethyl ether / 1 h / -78 - -45 °C

9.2: diethyl ether / 2 h / -78 - -20 °C

9.3: 60 mg / tetrahydrofuran; 1,2-dimethoxy-ethane / 2 h / -78 - 0 °C

10.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1021/jo052314g