(2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane

Base Information

• Chemical Name: (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane
• CAS No.: 765300-74-1
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.296
• Mol file: 765300-74-1.mol

Synonyms:(2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane

Chemical Property of (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane

There total 14 articles about (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane 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: 87.0%

1-(oxiran-2-yl)pent-4-en-2-ol + benzyl bromide (100-39-0) → (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane (765300-74-1)

Guidance literature:

With sodium hydride; sodium iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.202001773

Reference yield: 81.0%

(2S,4S)-4-(benzyloxy)-1-tosylhept-6-en-2-ol (765300-73-0) → (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane (765300-74-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetasy.2004.06.023

Reference yield: 73.0%

(2S,4S)-4-(benzyloxy)-6-heptene-1,2-diol (220465-71-4) → (2S)-2-[(2S)-2-(benzyloxy)-4-pentenyl]oxirane (765300-74-1)

Guidance literature:

(2S,4S)-4-(benzyloxy)-6-heptene-1,2-diol; With di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h;

With potassium carbonate; In methanol; at 0 ℃; for 1h;

DOI:10.1016/j.tetasy.2009.12.005

upstream raw materials:

(2S,4S)-4-(benzyloxy)-1-tosylhept-6-en-2-ol

benzyl bromide

(2S,4S)-4-(benzyloxy)-6-heptene-1,2-diol

(2S)-1[(2S)-1,4-dioxaspiro[4.5]decan-2-yl]pent-4-en-2-ol

Downstream raw materials:

(3R,5S)-5-Benzyloxy-oct-7-en-3-ol

((1R,3S)-3-Benzyloxy-1-ethyl-hex-5-enyloxy)-tert-butyl-diphenyl-silane

(4S,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octanal

(4S,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octan-1-ol