tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane
• CAS No.: 200347-29-1
• Molecular Formula: C₂₅H₄₄O₃SSi
• Molecular Weight: 452.774
• Mol file: 200347-29-1.mol

Synonyms:tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane

Chemical Property of tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane

There total 2 articles about tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane 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: 95.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-[1-(Methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-4,4-dimethyl-pentan-3-one (200347-25-7) → tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane (200347-29-1)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; for 0.75h;

DOI:10.1016/S0040-4039(97)10294-5

Reference yield:

1-methoxy-3-methyl-1-(phenylthio)-2-butanol (200347-21-3) → tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane (200347-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / Aliquat 336, 50percent aq NaOH / CH₂Cl₂ / 3.3 h / Ambient temperature

2: 95 percent / KHMDS / tetrahydrofuran / 0.75 h

With sodium hydroxide; potassium hexamethylsilazane; Aliquat 336; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(97)10294-5

Reference yield:

tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-propenyloxy}-dimethyl-silane (200347-29-1) → 3,5-Dinitro-benzoic acid (3S,4R,5S)-5-isopropyl-4-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:

Multi-step reaction with 5 steps

1: 22 percent Spectr_. / dimethyl(thiomethyl)sulfonium tetrafluoroborate, DBU / CH₂Cl₂

2: 84 percent / KHMDS / toluene / 0.58 h

3: 67 percent / NaIO₄, RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 0.92 h / Ambient temperature

4: 36 percent / L-Selectride / tetrahydrofuran / 0.42 h / -78 °C

5: Et₃N, DMAP / CH₂Cl₂ / 7 h / Ambient temperature

With dmap; ruthenium trichloride; sodium periodate; dimethyl(methylthio)sulfonium tetrafluoroborate; potassium hexamethylsilazane; L-Selectride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile;

DOI:10.1016/S0040-4039(97)10294-5

upstream raw materials:

t-butyldimethylsiyl triflate

1-[1-(Methoxy-phenylsulfanyl-methyl)-2-methyl-propoxy]-4,4-dimethyl-pentan-3-one

1-methoxy-3-methyl-1-(phenylthio)-2-butanol

Downstream raw materials:

(3R,4R,5R)-5-Isopropyl-4-methoxy-tetrahydro-furan-3-ol

(4S,5R)-5-Isopropyl-4-methoxy-dihydro-furan-3-one