tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane
• CAS No.: 138608-57-8
• Molecular Formula: C₂₆H₃₉O₂PSi
• Molecular Weight: 442.654

Synonyms:tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane

Chemical Property of tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane

There total 13 articles about tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane 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: 53.0%

C32H44IOPSi → tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane (138608-57-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -78 ℃;

Reference yield:

O1,O2;O5,O6-diisopropylidene-3-methylene-α-D-ribo-3-deoxy-hexofuranose (21665-16-7) → tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane (138608-57-8)

Guidance literature:

Multi-step reaction with 13 steps

1: 85 percent / H₂, Et₃N / 10percent Pd/C / methanol / 5 h / 22 °C

2: 84 percent / 0.1 N H₂SO₄ / methanol / 5 h / 22 °C

3: 93 percent / pyridine / 20 h / 22 °C

4: 88 percent / LiAlH₄ / diethyl ether / 3 h / 35 °C

5: 93 percent / pyridiniumchloromate, Al₂O₃, NaOAc / CH₂Cl₂ / 24 h / 22 °C

6: nBuLi, (PhS)2 / tetrahydrofuran; benzene / 2.5 h / 22 °C / Irradiation

7: 76 percent / 1.4 N H₂SO₄ / dioxane / 48 h / 22 °C

9: 93 percent / pyridine / 20 h / 22 °C

10: 92 percent / imidazole / dimethylformamide / 15 h / 22 °C

11: 94 percent / NaI / butan-2-one / 8 h / Heating

12: 65 percent / 25 h / 80 °C

13: 53 percent / nBuLi, hexamethylphosphoricacidtriamide / tetrahydrofuran / -78 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; aluminum oxide; lithium aluminium tetrahydride; n-butyllithium; pyridiniumchloromate; sulfuric acid; hydrogen; sodium acetate; triethylamine; diphenyldisulfane; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; butanone; benzene;

Reference yield:

(3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxole (26293-58-3) → tert-Butyl-{(E)-(S)-1-[(R)-2-(diphenyl-phosphinoyl)-1-methyl-ethyl]-2-methyl-but-2-enyloxy}-dimethyl-silane (138608-57-8)

Guidance literature:

Multi-step reaction with 12 steps

1: 84 percent / 0.1 N H₂SO₄ / methanol / 5 h / 22 °C

2: 93 percent / pyridine / 20 h / 22 °C

3: 88 percent / LiAlH₄ / diethyl ether / 3 h / 35 °C

4: 93 percent / pyridiniumchloromate, Al₂O₃, NaOAc / CH₂Cl₂ / 24 h / 22 °C

5: nBuLi, (PhS)2 / tetrahydrofuran; benzene / 2.5 h / 22 °C / Irradiation

6: 76 percent / 1.4 N H₂SO₄ / dioxane / 48 h / 22 °C

8: 93 percent / pyridine / 20 h / 22 °C

9: 92 percent / imidazole / dimethylformamide / 15 h / 22 °C

10: 94 percent / NaI / butan-2-one / 8 h / Heating

11: 65 percent / 25 h / 80 °C

12: 53 percent / nBuLi, hexamethylphosphoricacidtriamide / tetrahydrofuran / -78 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; aluminum oxide; lithium aluminium tetrahydride; n-butyllithium; pyridiniumchloromate; sulfuric acid; sodium acetate; diphenyldisulfane; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; butanone; benzene;

upstream raw materials:

(R)-1-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol

(3aR,5S,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

O¹,O²;O⁵,O⁶-diisopropylidene-3-methylene-α-D-ribo-3-deoxy-hexofuranose

(R)-2-hydroxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl4-methylbenzenesulfonate

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