(Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane

Base Information

• Chemical Name: (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane
• CAS No.: 105539-51-3
• Molecular Formula: C₁₅H₂₂O₂SSi
• Molecular Weight: 294.49

Synonyms:(Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane

Chemical Property of (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane

Chemical Property:

Purity/Quality:

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Technology Process of (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane

There total 3 articles about (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane 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: 50.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 1-methoxy-2-(phenylthio)penten-3-one (105539-50-2) → (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane (105539-51-3)

Guidance literature:

With triethylamine; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/ja00237a037

Reference yield:

(1E)-1-methoxypent-1-en-3-one (56279-28-8) → (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane (105539-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) Et₃N / 1) CH₂Cl₂, 0 deg C, 5 min, 2) CH₂Cl₂, 0 deg C

2: 50 percent / Et₃N / diethyl ether / 0.5 h / 0 °C

With triethylamine; In diethyl ether;

DOI:10.1021/ja00237a037

Reference yield:

benzenesulfenyl chloride (931-59-9) → (Z,E)-(1-ethylidene-3-methoxy-2-(phenylthio)-2-propenyl)trimethylsilane (105539-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) Et₃N / 1) CH₂Cl₂, 0 deg C, 5 min, 2) CH₂Cl₂, 0 deg C

2: 50 percent / Et₃N / diethyl ether / 0.5 h / 0 °C

With triethylamine; In diethyl ether;

DOI:10.1021/ja00237a037

upstream raw materials:

trimethylsilyl trifluoromethanesulfonate

1-methoxy-2-(phenylthio)penten-3-one

(1E)-1-methoxypent-1-en-3-one

benzenesulfenyl chloride

Downstream raw materials:

(2S,3S,6S)-2-{(R)-1-[(4R,5R,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-3-methyl-6-methylsulfanyl-tetrahydro-pyran-4-one

methyl (+/-)-2,4,6,8,10-pentadeoxy-4,6,8,10-tetramethyl-7,9-O-(1-methylethylidene)-11-O-(phenylmethyl)-1-thio-D-arabino-β-L-manno-undecopyranosid-3-ulose

(2RS)-1,5-anhydro-4,6,8,10-tetradeoxy-4,6,8,10-tetramethyl-7,9-O-(1-methylethylidene)-2-S-phenyl-11-O-(phenylmethyl)-2-thio-D-arabino-L-manno-3-undeculose

methyl (+/-)-2,4,6,8,10-pentadeoxy-4,6,8,10-tetramethyl-3-O-methyl-7,9-O-(1-methylethylidene)-11-O-(phenylmethyl)-1-thio-D-manno-β-L-galacto-undecopyranoside

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