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

Base Information

• Chemical Name: (2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane
• CAS No.: 221696-43-1
• Molecular Formula: C₁₃H₁₇IO₃
• Molecular Weight: 348.181
• Mol file: 221696-43-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane 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: 100.0%

((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol (146986-42-7) → (2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane (221696-43-1)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0968-0896(00)00259-5

Reference yield:

(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol (158817-21-1) → (2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane (221696-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: D-DIPT; Ti(OiPr)4; t-BuOOH / CH₂Cl₂ / -25 - -15 °C

2: 100 percent / imidazole; Ph₃P; I₂ / tetrahydrofuran; acetonitrile / 0.5 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; iodine; D-(-)-diisopropyl tartrate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Katsuki-Sharpless epoxidation;

DOI:10.1016/S0968-0896(00)00259-5

Reference yield: 92.0%

(2R,3S)-2,3-epoxy-1-iodo-5-(4-methoxybenzyl)oxypentane (221696-43-1) → (S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol (146916-73-6)

Guidance literature:

With acetic acid; zinc; In methanol; at 37 ℃; for 1h;

DOI:10.1016/S0968-0896(00)00259-5

upstream raw materials:

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

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

Downstream raw materials:

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

(S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane

C₁₃H₁₈O₄