(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate
CAS No.:887927-62-0
Molecular Formula:C₂₆H₃₄O₇S
Molecular Weight:490.618
Hs Code.:

Synonyms:(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

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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 (S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

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Technology Process of (S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

There total 9 articles about (S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate 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: 94.0%

: 887927-68-6
(S)-((4R,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol

: 98-59-9
p-toluenesulfonyl chloride

: 887927-62-0
(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo060159f

Reference yield:

: 868761-55-1
(4S,5S)-5-benzoyl-N,N,2,2-tetramethyl-1,3-dioxolane-4-carboxamide

: 887927-62-0
(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1.5 h / -78 °C

2: 98 percent / DMAP; imidazole / dimethylformamide / 6 h / 20 °C

3: 93 percent / tetrahydrofuran / 0.5 h / -10 °C

4: 89 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

5: 97 percent / DMAP; ethyldiisopropylamine / CH₂Cl₂ / 3.5 h / 40 °C

6: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C

7: 94 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; tetrabutyl ammonium fluoride; L-Selectride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060159f

Reference yield:

: 887927-67-5
(4S,5R)-5-((S)-hydroxy(phenyl)methyl)-N,N,2,2-tetramethyl-1,3-dioxolane-4-carboxamide

: 887927-62-0
(S)-((4S,5R)-5-((S)-1-(methoxymethoxy)pent-4-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / DMAP; imidazole / dimethylformamide / 6 h / 20 °C

2: 93 percent / tetrahydrofuran / 0.5 h / -10 °C

3: 89 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

4: 97 percent / DMAP; ethyldiisopropylamine / CH₂Cl₂ / 3.5 h / 40 °C

5: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C

6: 94 percent / DMAP / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; L-Selectride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060159f