(S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane

Base Information

• Chemical Name: (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane
• CAS No.: 1381766-13-7
• Molecular Formula: C₁₆H₂₂O₃S₂
• Molecular Weight: 326.481
• Mol file: 1381766-13-7.mol

Synonyms:(S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane

Chemical Property of (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane

There total 2 articles about (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)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: 77.0%

(S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + 2-(3,5-dimethoxybenzyl)-1,3-dithiane (1381766-12-6) → (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane (1381766-13-7)

Guidance literature:

2-(3,5-dimethoxybenzyl)-1,3-dithiane; With n-butyllithium; In tetrahydrofuran; pentane; at -30 ℃; for 0.5h;

(S)-epichlorohydrin; In tetrahydrofuran; pentane; at -30 - 20 ℃;

DOI:10.1021/jo300805n

Reference yield:

3,5-dimethoxybenzaldehdye (7311-34-4) → (S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane (1381766-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 1 h

2.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / -10 °C

3.1: n-butyllithium / tetrahydrofuran; pentane / 0.5 h / -30 °C

3.2: -30 - 20 °C

With n-butyllithium; boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; pentane; 1.1: Wittig reaction / 1.2: Wittig reaction;

DOI:10.1021/jo300805n

Reference yield: 93.0%

(S)-2-((2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)methyl)oxirane (1381766-13-7) + 2-(2-methyl-1,3-dioxolan-2-yl)ethylmagnesium bromide → (R)-1-(2-(3,5-dimethoxybenzyl)-1,3-dithian-2-yl)-5-(2-methyl-1,3-dioxolan-2-yl)pentan-2-ol (1381766-14-8)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at -30 ℃;

DOI:10.1021/jo300805n

upstream raw materials:

(S)-epichlorohydrin

2-(3,5-dimethoxybenzyl)-1,3-dithiane

3,5-dimethoxybenzaldehdye

Downstream raw materials:

(R)-4-hydroxy-1-(3,5-dimethoxyphenyl)-7-(2-methyl-1,3-dioxolan-2-yl)heptan-2-one

(2R,4R)-1-(3,5-dimethoxyphenyl)-7-(2-methyl-1,3-dioxolan-2-yl)heptane-2,4-diol

(R)-1-((2R,6R)-tetrahydro-6-methyl-2H-pyran-2-yl)-3-(3,5-dimethoxyphenyl)propan-2-ol

(S)-1-((2R,6R)-tetrahydro-6-methyl-2H-pyran-2-yl)-3-(3,5-dimethoxyphenyl)propan-2-ol