(S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane

Base Information

• Chemical Name: (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane
• CAS No.: 1452372-93-8
• Molecular Formula: C₅₄H₅₆O₃Si
• Molecular Weight: 781.122
• Mol file: 1452372-93-8.mol

Synonyms:(S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane

Chemical Property of (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane

There total 11 articles about (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane 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: 70.0%

C38H38O3 (1452373-08-8) + tert-butylchlorodiphenylsilane (58479-61-1) → (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane (1452372-93-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.3762/bjoc.9.132

Reference yield: 61.0%

C43H48O3Si (1452372-84-7) + 2-bromomethylnaphthyl bromide (939-26-4) → (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane (1452372-93-8)

Guidance literature:

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.3762/bjoc.9.132

Reference yield:

C24H24O4S (1374423-85-4) → (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane (1452372-93-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium iodide / acetone / 18 h / Darkness; Reflux; Inert atmosphere

2: lithium chloride; lithium diisopropyl amide / tetrahydrofuran

3: lithium amidotrihydridoborate / tetrahydrofuran / 0 - 20 °C

4: sodium hydride; tetra-(n-butyl)ammonium iodide; 1H-imidazole / tetrahydrofuran / 0 °C

With 1H-imidazole; lithium amidotrihydridoborate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium iodide; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; acetone; 2: |Myers's Alkylation;

DOI:10.3762/bjoc.9.132

upstream raw materials:

C₃₈H₃₈O₃

tert-butylchlorodiphenylsilane

C₃₀H₃₉NO₃Si

C₅₃H₅₉NO₄Si

Downstream raw materials:

tert-butyl-((R)-4-(naphthalen-2-ylmethoxy)methyl-3-(((2R,3R)-3-(trityloxymethyl)oxiran-2-yl)methyl)butoxy)diphenylsilane

(4S,5R,7R)-9-(tert-butyldiphenylsilyloxy)-7-((naphthalen-2-ylmethoxy)methyl)-5-(trityloxy)non-1-en-4-ol

(4S,5R,7R)-9-(tert-butyldiphenylsilyloxy)-7-((naphthalen-2-ylmethoxy)methyl)non-1-en-4,5-diol