(R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde

Base Information

• Chemical Name: (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde
• CAS No.: 106851-42-7
• Molecular Formula: C₂₁H₂₆O₂SSi
• Molecular Weight: 370.588
• Mol file: 106851-42-7.mol

Synonyms:(R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde

Chemical Property of (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde

There total 5 articles about (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde 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:

[(R)-2-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-propylsulfanyl]-acetic acid ethyl ester (106851-44-9) → (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde (106851-42-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 24 h / 50 °C

2: 96 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

3: 72 percent / TsCl, LiCl / Et₃N / CH₂Cl₂ / 18 h / 22 °C

4: 85 percent / DBU / toluene / 33 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; lithium chloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(00)84291-4

Reference yield:

2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-propylsulfanyl]-ethanol (106851-39-2) → (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde (106851-42-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / TsCl, LiCl / Et₃N / CH₂Cl₂ / 18 h / 22 °C

2: 85 percent / DBU / toluene / 33 h / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; lithium chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)84291-4

Reference yield:

[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-propylsulfanyl]-acetic acid ethyl ester (106867-42-9) → (R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-vinylsulfanyl-propionaldehyde (106851-42-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

2: 72 percent / TsCl, LiCl / Et₃N / CH₂Cl₂ / 18 h / 22 °C

3: 85 percent / DBU / toluene / 33 h / Heating

With lithium aluminium tetrahydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; lithium chloride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)84291-4

upstream raw materials:

tert-Butyl-diphenyl-[(R)-2-(tetrahydro-pyran-2-yloxy)-1-vinylsulfanylmethyl-ethoxy]-silane

[(R)-2-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-propylsulfanyl]-acetic acid ethyl ester

tert-Butyl-[(R)-1-(2-chloro-ethylsulfanylmethyl)-2-(tetrahydro-pyran-2-yloxy)-ethoxy]-diphenyl-silane

2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-propylsulfanyl]-ethanol

Downstream raw materials:

(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2,3,3a,6,7,7a-hexahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

(2E,4E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-7-vinylsulfanyl-hepta-2,4-dienoic acid methyl ester