((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

Base Information

• Chemical Name: ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol
• CAS No.: 146986-42-7
• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.284
• Mol file: 146986-42-7.mol

Synonyms:((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

Chemical Property of ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

There total 18 articles about ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol 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: 94.0%

(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol (158817-21-1) → ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol (146986-42-7)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 20h;

DOI:10.1246/cl.1994.1611

Reference yield: 83.0%

(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol (158817-21-1) → ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol (146986-42-7) + ((2R,3R)-3-(2-(4-methoxybenzyloxy)ethyl)oxiran-2-yl)methanol (242808-65-7)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; In dichloromethane; at -20 ℃; for 6h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.11.107

Reference yield: 80.0%

C13H18O3 (146916-74-7) → ((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol (146986-42-7)

Guidance literature:

C₁₃H₁₈O₃; With titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; In dichloromethane; at -20 ℃; Inert atmosphere; Molecular sieve;

With tert.-butylhydroperoxide; In dichloromethane; toluene; at -20 ℃; for 6h; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo9022638

upstream raw materials:

(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

methyl (2E)-5-(4-methoxybenzyloxy)-2-pentenoate

p-methoxybenzyl chloride

ethyl <2E>-5-(4-methoxybenzyloxy)-2-pentenoate

Downstream raw materials:

(S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol

(2R,3R)-5-p-methoxybenzyloxy-3-methylpentane-1,2-diol

(2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane

(2R,3S)-5-(4-Methoxy-benzyloxy)-pentane-1,2,3-triol