2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

Base Information

Chemical Name:2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether
CAS No.:884902-22-1
Molecular Formula:C₄₄H₄₄Br₂O₂S₄Si₂
Molecular Weight:949.075
Hs Code.:

Synonyms:2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

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Chemical Property of 2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

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Technology Process of 2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

There total 7 articles about 2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether 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: 74.0%

: 884902-21-0
2-(4,5-bis(hydroxymethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

: 884902-22-1
2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

Guidance literature:: With phosphorus tribromide; In tetrahydrofuran; tetrachloromethane; at 0 ℃; for 3h;
DOI:10.1021/ol060011i

Reference yield:

: 7396-41-0
4,5-bis(methoxycarbonyl)-1,3-dithiole-2-thione

: 884902-22-1
2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / BF₃ / CHCl₃

2.1: NaBH₄

2.2: 95 percent / HBF₄

3.1: 80 percent / NaI / acetonitrile / 4 h / 20 °C

4.1: 36 percent / LDA / tetrahydrofuran; heptane / 20 °C

5.1: 88 percent / ZnCl₂; NaBH₄ / tetrahydrofuran / 3 h / Heating

6.1: 74 percent / PBr₃ / tetrahydrofuran; CCl₄ / 3 h / 0 °C

With sodium tetrahydroborate; boron trifluoride; phosphorus tribromide; sodium iodide; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; n-heptane; chloroform; acetonitrile; 4.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol060011i

Reference yield:

: C₇H₇O₄S₂⁽¹⁺⁾*BF₄^(1-)

: 884902-22-1
2-(4,5-bis(bromomethyl)-[1,3]dithiol-2-ylidene)benzo[1.3]dithiole-4,7-di-tert-butyldiphenylsilyl ether

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaI / acetonitrile / 4 h / 20 °C

2: 36 percent / LDA / tetrahydrofuran; heptane / 20 °C

3: 88 percent / ZnCl₂; NaBH₄ / tetrahydrofuran / 3 h / Heating

4: 74 percent / PBr₃ / tetrahydrofuran; CCl₄ / 3 h / 0 °C

With sodium tetrahydroborate; phosphorus tribromide; sodium iodide; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; n-heptane; acetonitrile; 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol060011i