(2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol

Base Information

• Chemical Name: (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol
• CAS No.: 1196671-81-4
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 1196671-81-4.mol

Synonyms:(2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol

Chemical Property of (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol

There total 6 articles about (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol 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%

(4S,6S)-4-(iodomethyl)-6-{2-[(4-methoxybenzyl)oxy]ethyl}-1,3-dioxan-2-one (1196671-80-3) → (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol (1196671-81-4)

Guidance literature:

With potassium carbonate; In methanol; at 0 - 25 ℃; for 0.5h;

DOI:10.1002/hlca.200900068

Reference yield: 55.0%

(R)-tert-butyl (1-((4-methoxybenzyl)oxy)hex-5-en-3-yl) carbonate (1196671-79-0) → (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol (1196671-81-4)

Guidance literature:

(R)-tert-butyl (1-((4-methoxybenzyl)oxy)hex-5-en-3-yl) carbonate; With iodine(I) bromide; In dichloromethane; toluene; at -78 ℃; for 2h;

With potassium carbonate; In methanol; at 0 - 20 ℃;

DOI:10.3762/bjoc.9.175

Reference yield:

3-(4-methoxybenzyl)oxypropan-1-ol (135362-69-5) → (2S)-4-[(4-methoxybenzyl)oxy]-1-[(2S)-oxiran-2-yl]butan-2-ol (1196671-81-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 °C

2.1: pentane; diethyl ether / 1 h / -90 °C / Inert atmosphere

2.2: 2 h / 35 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

3.2: 0 - 20 °C

4.1: iodine(I) bromide / dichloromethane; toluene / 2 h / -78 °C

4.2: 0 - 20 °C

With sodium hexamethyldisilazane; sulfur trioxide pyridine complex; iodine(I) bromide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; pentane;

DOI:10.3762/bjoc.9.175

upstream raw materials:

(4S,6S)-4-(iodomethyl)-6-{2-[(4-methoxybenzyl)oxy]ethyl}-1,3-dioxan-2-one

p-methoxybenzyl chloride

3-(4-methoxybenzyl)oxypropan-1-ol

3-(p-methoxybenzyloxy)propanal

Downstream raw materials:

(2S)-2-{(2S)-2-(benzyloxy)-4-[(4-methoxybenzyl)oxy]butyl}oxirane