[(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide

Base Information

• Chemical Name: [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide
• CAS No.: 87371-76-4
• Molecular Formula: C₂₉H₃₄O₂P*I
• Molecular Weight: 572.466

Synonyms:[(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide

Chemical Property of [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide

Chemical Property:

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Technology Process of [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide

There total 4 articles about [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide 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: 84.0%

(S)-2-iodomethyl-8,8-dimethyl-6,10-dioxaspiro[4.5]decane (87371-80-0) + triphenylphosphine (603-35-0) → [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide (87371-76-4)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; for 96h; Heating;

DOI:10.1021/jo00170a069

Reference yield:

(S)-3-Bromomethyl-cyclopentanone (87371-78-6) → [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide (87371-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NaI / acetone / 40 h / Ambient temperature

2: 88 percent / p-TsOH / benzene / 9 h / Heating

3: 84 percent / NaHCO₃ / acetonitrile / 96 h / Heating

With sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium iodide; In acetone; acetonitrile; benzene;

DOI:10.1021/jo00170a069

Reference yield:

(S)-3-Iodomethyl-cyclopentanone (87371-79-7) → [(2S)-(8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl)methyl]triphenylphosphonium iodide (87371-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / p-TsOH / benzene / 9 h / Heating

2: 84 percent / NaHCO₃ / acetonitrile / 96 h / Heating

With sodium hydrogencarbonate; toluene-4-sulfonic acid; In acetonitrile; benzene;

DOI:10.1021/jo00170a069

upstream raw materials:

(S)-2-iodomethyl-8,8-dimethyl-6,10-dioxaspiro[4.5]decane

triphenylphosphine

(S)-3-Bromomethyl-cyclopentanone

(S)-3-Iodomethyl-cyclopentanone

Downstream raw materials:

Toluene-4-sulfonic acid (1R,2R,3aS,4R,5S,7aR)-1-ethyl-2-methyl-5-((S)-3-oxo-cyclopentyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-4-ylmethyl ester

((S)-8,8-Dimethyl-6,10-dioxa-spiro[4.5]dec-2-ylmethylene)-triphenyl-λ⁵-phosphane

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