(R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane
• CAS No.: 1235460-05-5
• Molecular Formula: C₂₅H₄₂O₂S₂Si
• Molecular Weight: 466.825
• Mol file: 1235460-05-5.mol

Synonyms:(R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane

Chemical Property of (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane

There total 3 articles about (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane 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: 93.0%

(R,E)-1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)-propan-2-ol (1235459-86-5) + t-butyldimethylsiyl triflate (69739-34-0) → (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane (1235460-05-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol101103q

Reference yield:

2-(pent-2-en-2-yl)-1,3-dithiane → (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane (1235460-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2011.09.069

Reference yield:

(R)-benzyl glycidol (14618-80-5) → (R,E)-((1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)propan-2-yl)oxy)(tert-butyl)dimethylsilane (1235460-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2011.09.069

upstream raw materials:

(R,E)-1-(benzyloxy)-3-(2-(pent-2-en-2-yl)-1,3-dithian-2-yl)-propan-2-ol

t-butyldimethylsiyl triflate

(R)-benzyl glycidol

Downstream raw materials:

(2R,4S,E)-1-(benzyloxy)-2-((tert-butyldimethylsilyl)oxy)-5-methyloct-5-en-4-ol

(2R,4R,E)-1-(benzyloxy)-2-((tert-butyldimethylsilyl)oxy)-5-methyloct-5-en-4-ol

(2R,4S,E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol

(2R,4R,E)-1-(benzyloxy)-5-methyloct-5-ene-2,4-diol