1,3-Dioxolane, 2,2-dimethyl-4-[3-methyl-2-(phenylsulfonyl)-3-butenyl]-, (4S)-

Base Information

Chemical Name:1,3-Dioxolane, 2,2-dimethyl-4-[3-methyl-2-(phenylsulfonyl)-3-butenyl]-, (4S)-
CAS No.:396092-17-4
Molecular Formula:C16H22O4S
Molecular Weight:310.414
Hs Code.:

Synonyms:

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Chemical Property of 1,3-Dioxolane, 2,2-dimethyl-4-[3-methyl-2-(phenylsulfonyl)-3-butenyl]-, (4S)-

Chemical Property:

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Technology Process of 1,3-Dioxolane, 2,2-dimethyl-4-[3-methyl-2-(phenylsulfonyl)-3-butenyl]-, (4S)-

There total 2 articles about 1,3-Dioxolane, 2,2-dimethyl-4-[3-methyl-2-(phenylsulfonyl)-3-butenyl]-, (4S)- 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: 86.0%

: 49639-05-6
1-(phenylsulfonyl)-2-methyl-2-propene

: 23735-39-9,4351-11-5
(R)-4-(iodomethyl)-2,2-dimethyl-1,3-dioxolane

: 396092-17-4
(5S)-5,6-(dimethylmethylene)dioxy-2-methylhex-1-en-3-yl phenyl sulfone

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium;
DOI:10.1016/S0040-4039(01)01795-6

Reference yield:

: 14347-78-5,36543-79-0
1,2-O-isopropylidene-D-glycerol

: 396092-17-4
(5S)-5,6-(dimethylmethylene)dioxy-2-methylhex-1-en-3-yl phenyl sulfone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole; triphenylphosphine; iodine / tetrahydrofuran / 16 h

2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: 4 h

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane;
DOI:10.1039/c2ob26310f

Reference yield:

: 396092-17-4
(5S)-5,6-(dimethylmethylene)dioxy-2-methylhex-1-en-3-yl phenyl sulfone

: 189453-10-9
epothilone D

Guidance literature:: Multi-step reaction with 23 steps

1.1: Amberlyst 15

2.1: imid.

3.1: 78 percent / i-Pr₂EtN

4.1: Bu₃SnH; AIBN

4.2: SnBr₄ / -78 °C

5.1: 80 percent / pyridine

6.1: 59 percent / Bu₃SnH; AIBN

7.1: 91 percent / DDQ

8.1: 97 percent / Bu₄NF

9.1: Dess-Martin periodinane

10.1: 99 percent / Dess-Martin periodinane

11.1: 74 percent / n-BuLi

12.1: DIBAL-H

13.1: Dess-Martin periodinane

14.1: 67 percent / Li(i-Pr)2N / -78 °C

15.1: 79 percent / Cl₂CHCO₂H

16.1: Dess-Martin periodinane

17.1: NaClO₂

18.1: MgBr₂; n-BuSH; K₂CO₃

19.1: 62 percent / 2,4,6-trichlorobenzoyl chloride; DMAP

20.1: 91 percent / CF₃CO₂H / CH₂Cl₂

With pyridine; 1H-imidazole; dichloro-acetic acid; dmap; sodium chlorite; n-butyllithium; Amberlyst 15; 2,2'-azobis(isobutyronitrile); n-butanethiol; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; lithium diisopropyl amide; In dichloromethane; 10.1: Dess-Martin oxidation / 12.1: Dess-Martin oxidation / 15.1: Dess-Martin oxidation / 19.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4039(01)01795-6