C₁₅H₂₉NO₃SiCOC₆H₅N

Base Information

• Chemical Name: C₁₅H₂₉NO₃SiCOC₆H₅N
• CAS No.: 261156-84-7
• Molecular Formula: C₂₂H₃₄N₂O₄Si
• Molecular Weight: 418.608
• Mol file: 261156-84-7.mol

Synonyms:C₁₅H₂₉NO₃SiCOC₆H₅N

Chemical Property of C₁₅H₂₉NO₃SiCOC₆H₅N

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₅H₂₉NO₃SiCOC₆H₅N

There total 14 articles about C₁₅H₂₉NO₃SiCOC₆H₅N 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:

(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile (261156-79-0) → C15H29NO3SiCOC6H5N (261156-84-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / H₂ / Pd/C / ethyl acetate / 12 h / 760.05 Torr

2: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

3: 84 percent / Jones reagent / acetone / 0.5 h / 20 °C

4: 78 percent / SmI₂; MeOH / tetrahydrofuran / -78 - 20 °C

5: 91 percent / DIPEA / CH₂Cl₂ / 17 h / 0 - 20 °C

6: 100 percent / p-TsOH*H₂O / benzene / 15 h / Heating

7: Na; naphthalene / 1,2-dimethoxy-ethane / 0.25 h / -78 °C

8: 1.2 g / DMAP / acetonitrile / 0 - 20 °C

With methanol; dmap; jones reagent; samarium diiodide; naphthalene; tetrabutyl ammonium fluoride; hydrogen; sodium; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; acetone; acetonitrile; benzene; 1: Catalytic hydrogenation / 2: desilylation / 3: Oxidation / 4: Cyclization / 5: Condensation / 6: cyclocondensation / 7: Reduction / 8: Acylation;

DOI:10.1021/jo000260z

Reference yield:

isatoic anhydride (118-48-9) + C15H29NO3Si (261156-83-6) → C15H29NO3SiCOC6H5N (261156-84-7)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃;

DOI:10.1002/(SICI)1521-3773(20000103)39

Reference yield:

3-[(R)-4-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile (261156-80-3) → C15H29NO3SiCOC6H5N (261156-84-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / SmI₂; MeOH / tetrahydrofuran / -78 - 20 °C

2: 91 percent / DIPEA / CH₂Cl₂ / 17 h / 0 - 20 °C

3: 100 percent / p-TsOH*H₂O / benzene / 15 h / Heating

4: Na; naphthalene / 1,2-dimethoxy-ethane / 0.25 h / -78 °C

5: 1.2 g / DMAP / acetonitrile / 0 - 20 °C

With methanol; dmap; samarium diiodide; naphthalene; sodium; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetonitrile; benzene; 1: Cyclization / 2: Condensation / 3: cyclocondensation / 4: Reduction / 5: Acylation;

DOI:10.1021/jo000260z

upstream raw materials:

isatoic anhydride

C₁₅H₂₉NO₃Si

t-butyldimethylsiyl triflate

3-[(R)-4-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile

Downstream raw materials:

(–)-(6S,10aR,10bS)-norsecurinine

(1S,6R,7R)-7-Hydroxy-9-phenylselanyl-2-aza-tricyclo[5.3.1.0^2,6]undecan-8-one

C₁₈H₁₉NO₂Se

(Diethoxy-phosphoryl)-acetic acid (1S,6R,7R)-8-oxo-9-phenylselanyl-2-aza-tricyclo[5.3.1.0^2,6]undec-7-yl ester