(S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane
• CAS No.: 1460293-41-7
• Molecular Formula: C₂₂H₃₈O₃S₂Si
• Molecular Weight: 442.759
• Mol file: 1460293-41-7.mol

Synonyms:(S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane

Chemical Property of (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane

There total 4 articles about (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane 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: 65.0%

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) + (2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane (195257-60-4) → (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane (1460293-41-7)

Guidance literature:

tert-butyl(1,3-dithian-2-yl)dimethylsilane; With tert.-butyl lithium; In tetrahydrofuran; n-heptane; at -78 - -50 ℃; for 1h;

(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane; In tetrahydrofuran; n-heptane; at -78 - -50 ℃; for 1h;

With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; diethyl ether; n-heptane; at -78 - 20 ℃; for 2h;

DOI:10.1039/c3ob41569d

Reference yield:

(S)-2-hydroxy-4-(4-methoxybenzyloxy)butyl 2,4,6-triisopropylbenzenesulfonate (195257-57-9) → (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane (1460293-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 20 °C

2.1: tert.-butyl lithium / tetrahydrofuran; n-heptane / 1 h / -78 - -50 °C

2.2: 1 h / -78 - -50 °C

2.3: 2 h / -78 - 20 °C

With tert.-butyl lithium; potassium carbonate; In tetrahydrofuran; methanol; n-heptane; 2.3: |Brook Silaketone Rearrangement;

DOI:10.1039/c3ob41569d

Reference yield:

(S)-2,2-diethyl-4-(2-(4-methoxybenzyloxy)ethyl)-1,3-dioxolane (1460293-40-6) → (S)-(1-(1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-yloxy)(tert-butyl)dimethylsilane (1460293-41-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / methanol / 5 h / 20 °C

1.2: 4 h / 20 °C

2.1: triethylamine / dichloromethane / 36 h / 20 °C

3.1: potassium carbonate / methanol / 20 °C

4.1: tert.-butyl lithium / tetrahydrofuran; n-heptane / 1 h / -78 - -50 °C

4.2: 1 h / -78 - -50 °C

4.3: 2 h / -78 - 20 °C

With tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; 4.3: |Brook Silaketone Rearrangement;

DOI:10.1039/c3ob41569d

upstream raw materials:

(S)-2,2-diethyl-4-(2-(4-methoxybenzyloxy)ethyl)-1,3-dioxolane

(2S)-4-[(4-methoxybenzyl)oxy]butane-1,2-diol

(S)-2-hydroxy-4-(4-methoxybenzyloxy)butyl 2,4,6-triisopropylbenzenesulfonate

tert-butyl(1,3-dithian-2-yl)dimethylsilane