(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

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Chemical Name:(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane
CAS No.:862973-16-8
Molecular Formula:C₁₇H₂₉IO₄
Molecular Weight:424.319
Hs Code.:

Synonyms:(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

There total 6 articles about (4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-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:

: 862973-11-3
(4S)-4-[(1R,2R)-5,5-dimethoxy-2-methyl-2-(1-propynyl)cyclohexyl]-2,2-dimethyl-1,3-dioxolane

: 862973-16-8
(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: (4S)-4-[(1R,2R)-5,5-dimethoxy-2-methyl-2-(1-propynyl)cyclohexyl]-2,2-dimethyl-1,3-dioxolane; With tri-n-butyl-tin hydride; tricyclohexylphosphine; palladium diacetate; In hexane; at 20 ℃; for 12h;

With iodine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1055/s-2005-869843

Reference yield:

: 862973-12-4
(4R,5R)-4-acetyl-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methyl-2-cyclohexen-1-one

: 862973-16-8
(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C / 760 Torr

2.1: 75 percent / PPTS / 2.5 h / 0 °C

3.1: KN(SiMe₃)2 / toluene; tetrahydrofuran / 1 h / -78 °C

4.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.2: 435 mg / tetrahydrofuran; hexane / 1 h / 0 °C

5.1: (n-Bu)3SnH; PCy₃ / Pd(OAc)2 / hexane / 2 h / 20 °C

5.2: 376 mg / I₂ / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogen; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; lithium diisopropyl amide; tricyclohexylphosphine; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; hexane; ethyl acetate; toluene;
DOI:10.1021/jo0610208

Reference yield:

: 862973-22-6
Trifluoro-methanesulfonic acid 1-[(1R,2R)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4,4-dimethoxy-1-methyl-cyclohexyl]-vinyl ester

: 862973-16-8
(4S)-4-[(1R,2R)-2-[(1E)-2-iodo-1-propenyl]-5,5-dimethoxy-2-methylcyclohexyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 435 mg / tetrahydrofuran; hexane / 1 h / 0 °C

2.1: (n-Bu)3SnH; PCy₃ / Pd(OAc)2 / hexane / 2 h / 20 °C

2.2: 376 mg / I₂ / CH₂Cl₂ / 0.5 h / 0 °C

With tri-n-butyl-tin hydride; lithium diisopropyl amide; tricyclohexylphosphine; palladium diacetate; In tetrahydrofuran; hexane;
DOI:10.1021/jo0610208