[2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide

Base Information

• Chemical Name: [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide
• CAS No.: 115475-93-9
• Molecular Formula: C₂₈H₃₂O₂P*I
• Molecular Weight: 558.439

Synonyms:[2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide

Chemical Property of [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide

Chemical Property:

Purity/Quality:

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Technology Process of [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide

There total 13 articles about [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; 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: 97.0%

(2S,3R)-2-(2-Iodo-ethyl)-3-methyl-1,4-dioxa-spiro[4.4]nonane (115475-92-8) + triphenylphosphine (603-35-0) → [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide (115475-93-9)

Guidance literature:

In acetonitrile; at 70 ℃;

DOI:10.1016/S0040-4039(00)96753-4

Reference yield:

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide (115475-93-9)

Guidance literature:

Multi-step reaction with 12 steps

1: 100 percent / H₂SO₄ / Ambient temperature

2: 81 percent / I₂, Ph₃P, imidazole / acetonitrile; toluene / 70 °C

3: 96 percent / H₂, K₂CO₃ / 10percent Pd/C / methanol / Ambient temperature

4: 78 percent / 0.1N HCl / tetrahydrofuran / Ambient temperature

6: 88 percent / NEt₃ / acetonitrile / -20 °C

7: 86 percent / (n-Bu)4NF / tetrahydrofuran / 0 °C

8: 100 percent / PPTS / CH₂Cl₂ / Ambient temperature

9: 100 percent / LiOH / 1,2-dimethoxy-ethane / Ambient temperature

10: 100 percent / NEt₃ / CH₂Cl₂ / 0 °C

11: 86 percent / NaI, CaCO₃ / acetonitrile / 35 °C

12: 97 percent / acetonitrile / 70 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; iodine; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; triphenylphosphine; calcium carbonate; sodium iodide; palladium on activated charcoal; sulfuric acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)96753-4

Reference yield:

methyl 2,5-dideoxy-5-iodo-α/β-D-ribofuranoside (138125-76-5,138125-77-6,115475-87-1) → [2-((2S,3R)-3-Methyl-1,4-dioxa-spiro[4.4]non-2-yl)-ethyl]-triphenyl-phosphonium; iodide (115475-93-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 96 percent / H₂, K₂CO₃ / 10percent Pd/C / methanol / Ambient temperature

2: 78 percent / 0.1N HCl / tetrahydrofuran / Ambient temperature

4: 88 percent / NEt₃ / acetonitrile / -20 °C

5: 86 percent / (n-Bu)4NF / tetrahydrofuran / 0 °C

6: 100 percent / PPTS / CH₂Cl₂ / Ambient temperature

7: 100 percent / LiOH / 1,2-dimethoxy-ethane / Ambient temperature

8: 100 percent / NEt₃ / CH₂Cl₂ / 0 °C

9: 86 percent / NaI, CaCO₃ / acetonitrile / 35 °C

10: 97 percent / acetonitrile / 70 °C

With hydrogenchloride; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; calcium carbonate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)96753-4

upstream raw materials:

(2S,3R)-2-(2-Iodo-ethyl)-3-methyl-1,4-dioxa-spiro[4.4]nonane

triphenylphosphine

methyl 2,5-dideoxy-α,β-D-erythropentofuranoside

D-2-deoxyribose

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