5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione

Base Information

• Chemical Name: 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione
• CAS No.: 307543-47-1
• Molecular Formula: C₂₂H₂₄OS₅Si
• Molecular Weight: 492.847

Synonyms:5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione

Chemical Property of 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione

Chemical Property:

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Technology Process of 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione

There total 4 articles about 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione 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: 93.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 5,6-dihydro-5-(hydroxymethyl)-1,3-dithiolo-[4,5-b]-1,4-dithiin-2-thione (162610-46-0) → 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione (307543-47-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1039/b003041o

Reference yield: 54.0%

disodium 1,3-dithiol-2-thione-4,5-dithiolate (54995-24-3) + 3-(tert-butyldiphenylsilyloxy)-1,2-dibromopropane (355117-89-4) → 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione (307543-47-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(01)00432-X

Reference yield:

3-(tert-butyldiphenylsilyloxy)prop-1-ene (136787-49-0) → 5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-thione (307543-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Br₂ / CHCl₃ / 0 - 20 °C

2: 54 percent / tetrahydrofuran / 12 h / 20 °C

With bromine; In tetrahydrofuran; chloroform;

DOI:10.1016/S0040-4020(01)00432-X

upstream raw materials:

tert-butylchlorodiphenylsilane

5,6-dihydro-5-(hydroxymethyl)-1,3-dithiolo-[4,5-b]-1,4-dithiin-2-thione

disodium 1,3-dithiol-2-thione-4,5-dithiolate

3-(tert-butyldiphenylsilyloxy)-1,2-dibromopropane

Downstream raw materials:

5-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin-2-one

[2-(4,5-bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethoxy]-tert-butyl-diphenyl-silane

6,6-Bis(methoxyethoxymethoxymethyl)-2-(5',6'-dihydro-5'-tert-butyldiphenylsilyloxymethyl[1,3]dithiolo[4,5-b][1,4]dithiin-2'-ylidene)-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine

5-(t-butyldiphenylsilyloxy)methyl-5,6-dihydro-2-(5',6'-dihydro-1,3-dithiolo[4,5-b]-1,4-dithiin-2'-ylidene)-1,3-dithiolo[4,5-b]-1,4-dithiin

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