(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

Base Information

Chemical Name:(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane
CAS No.:343969-51-7
Molecular Formula:C₂₆H₄₀O₄S
Molecular Weight:448.667
Hs Code.:

Synonyms:(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

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Chemical Property of (4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

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Technology Process of (4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

There total 11 articles about (4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane 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: 63.0%

: 681180-40-5
(1S,5R,7aS)-7a-methyl-4-phenylsulfonyl-1-{(1S)-2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1-(tosyloxymethyl)ethyl}-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

: 343969-51-7
(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.333333h; Heating;
DOI:10.1002/ejoc.200300611

Reference yield:

: 332950-54-6
S-tert-butyl 3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate

: 343969-51-7
(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / LDA / tetrahydrofuran; hexane

2.1: TrSbCl₆ / CH₂Cl₂ / 2 h / -78 °C

2.2: 79 percent / KOH / methanol / 1 h / 20 °C

3.1: 66 percent / CeCl₃*7H₂O; NaBH₄ / methanol; tetrahydrofuran / 2 h / -78 °C

4.1: 100 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5.1: 78 percent / Et₃N; DMPA / CH₂Cl₂ / 0 °C

6.1: 96 percent / mCPBA / CH₂Cl₂ / 2 h / 20 °C

7.1: 63 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; triphenylmethylium hexachloroantimonate(V); In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/ejoc.200300611

Reference yield:

: (1E/Z)-1-(tert-butylthio)-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1-(trimethylsilyloxy)prop-1-ene

: 343969-51-7
(4S)-2,2,5,5-tetramethyl-4-{(2S)-2-[(1S,3aS,4S,7aS)-7a-methyl-4-(phenylsulfonyl)octahydro-1H-inden-1-yl]propyl}-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: TrSbCl₆ / CH₂Cl₂ / 2 h / -78 °C

1.2: 79 percent / KOH / methanol / 1 h / 20 °C

2.1: 66 percent / CeCl₃*7H₂O; NaBH₄ / methanol; tetrahydrofuran / 2 h / -78 °C

3.1: 100 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

4.1: 78 percent / Et₃N; DMPA / CH₂Cl₂ / 0 °C

5.1: 96 percent / mCPBA / CH₂Cl₂ / 2 h / 20 °C

6.1: 63 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylmethylium hexachloroantimonate(V); In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/ejoc.200300611