(S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide

Base Information

• Chemical Name: (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide
• CAS No.: 1361250-89-6
• Molecular Formula: C₁₄H₂₂O₄S
• Molecular Weight: 286.392
• Mol file: 1361250-89-6.mol

Synonyms:(S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide

Chemical Property of (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide

There total 2 articles about (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide 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: 47.0%

3,4,5-trimethoxytoluene (6443-69-2) + (R)-tert-butyl tert-butanethiosulfinate (67734-35-4) → (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide (1361250-89-6)

Guidance literature:

3,4,5-trimethoxytoluene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -78 ℃; for 0.583333h; Inert atmosphere;

(R)-tert-butyl tert-butanethiosulfinate; In tetrahydrofuran; hexane; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201101059

Reference yield:

1,2,3-trimethoxy-5-(methoxymethyl)benzene (75921-68-5) + 2-methylpropane-2-sulfinic acid 2,6-dichlorobenzyl ester → (S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide (1361250-89-6)

Guidance literature:

1,2,3-trimethoxy-5-(methoxymethyl)benzene; With naphthalene; lithium; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

2-methylpropane-2-sulfinic acid 2,6-dichlorobenzyl ester; In tetrahydrofuran; Inert atmosphere;

DOI:10.1002/ejoc.201101059

Reference yield: 72.0%

(S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide (1361250-89-6) + (E)-4-(tert-butyldimethylsiloxy)-1-(3,4,5-trimethoxyphenyl)but-2-en-1-one → (2R,3R,4R)-3-[(tert-butyldimethylsilyloxy)methyl]-4-[(S)-tert-butylsulfinyl]-2-(hydroxymethyl)-1,4-bis(3,4,5-trimethoxyphenyl)butanone

Guidance literature:

(S)-tert-butyl (3,4,5-trimethoxyphenyl)methyl sulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

(E)-4-(tert-butyldimethylsiloxy)-1-(3,4,5-trimethoxyphenyl)but-2-en-1-one; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

With formaldehyd; In tetrahydrofuran; hexane; at -25 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201402584

upstream raw materials:

3,4,5-trimethoxytoluene

(R)-tert-butyl tert-butanethiosulfinate

1,2,3-trimethoxy-5-(methoxymethyl)benzene