(R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane

Base Information

• Chemical Name: (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane
• CAS No.: 1606132-24-4
• Molecular Formula: C₂₄H₃₄OSi₂
• Molecular Weight: 394.704
• Mol file: 1606132-24-4.mol

Synonyms:(R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane

Chemical Property of (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane

There total 2 articles about (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)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: 99.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (R)-5-(trimethylsilyl)pent-4-yn-2-ol (460348-12-3) → (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane (1606132-24-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 12h; Inert atmosphere; Darkness;

DOI:10.1016/j.tet.2019.130604

Reference yield:

trimethylsilylacetylene (1066-54-2) → (R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane (1606132-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 0.17 h

1.3: 2 h / -78 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 5 h / 20 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield: 88.0%

(R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane (1606132-24-4) + methyl iodide (74-88-4) → (4R,4Z)-tert-butyldiphenyl-(5-(trimethylsilyl)hex-4-en-2-yl)oxy-silane

Guidance literature:

(R)-tert-butyldiphenyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane; With borane-THF; cyclohexene; In tetrahydrofuran; at 0 - 25 ℃; for 12h; Inert atmosphere; Darkness;

With 1-hexene; methyllithium; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere; Darkness;

methyl iodide; stereoselective reaction; Inert atmosphere; Darkness;

DOI:10.1016/j.tet.2019.130604

upstream raw materials:

trimethylsilylacetylene

tert-butylchlorodiphenylsilane

(R)-5-(trimethylsilyl)pent-4-yn-2-ol

Downstream raw materials:

(R)-tert-butyl(pent-4-yn-2-yloxy)diphenylsilane

methyl 3'-((4R,5R)-5-((5R,Z)-5-hydroxy-1-((4-methoxybenzyl)oxy)hex-2-en-1-yl)-2,2-dimethyl-1,3-dioxoran-4-yl)-5-methoxy-3-(methoxymethoxy)-[1,1'-biphenyl]-2-carboxylate

(3aR,8S,19aR,Z)-13-methoxy-4-((4-methoxybenzyl)oxy)-11-(methoxymethoxy)-2,2,8-trimethyl-7,8,19,19a-tetrahydro-3aH-dibenzo[c,e][1,3] dioxolo[4,5-h][1]oxacyclotetradecen-10(4H)-one

C₃₅H₄₂O₁₀