({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile

Base Information

• Chemical Name: ({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile
• CAS No.: 123212-43-1
• Molecular Formula: C₂₅H₃₀N₂O₃Si
• Molecular Weight: 434.61
• Mol file: 123212-43-1.mol

Synonyms:({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile

Chemical Property of ({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile

There total 1 articles about ({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile 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:

3,4-methylenedioxyphenylethyne (57134-53-9) + 2-cyclopentanone (87014-62-8) → ({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile (123212-43-1)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(01)80272-0

Reference yield: 94.0%

({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile (123212-43-1) → (3R,3aR,7aR)-3a-Benzo[1,3]dioxol-5-yl-3-(dimethyl-phenyl-silanyl)-1-methyl-octahydro-indol-4-one (123190-80-7)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/S0040-4039(01)80272-0

Reference yield:

({(1R,2R)-2-[(E)-1-Benzo[1,3]dioxol-5-yl-2-(dimethyl-phenyl-silanyl)-vinyl]-2-hydroxy-cyclopentyl}-methyl-amino)-acetonitrile (123212-43-1) → (3S,3aS,4R,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-ol (123190-83-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / copper(II)triflate / tetrahydrofuran / 2 h / Heating

2: 1) HBF₃*Et₂O, 2) 30percent H₂O₂, KF / 1) CH₂Cl₂, room temp., 2 h, 2) DMF, 60 deg C, 7 h

3: 95 percent / NEt₃ / CH₂Cl₂ / 1 h / 0 °C

4: 78 percent / CH₂Cl₂ / 1 h / 0 °C

5: 81 percent / i-Bu₂AlH / toluene / 0.25 h / -78 °C

With tetrafluoroboric acid diethyl ether; potassium fluoride; dihydrogen peroxide; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4039(01)80272-0

upstream raw materials:

3,4-methylenedioxyphenylethyne

2-cyclopentanone

Downstream raw materials:

(3R,3aR,7aR)-3a-Benzo[1,3]dioxol-5-yl-3-(dimethyl-phenyl-silanyl)-1-methyl-octahydro-indol-4-one

(3S,3aS,4R,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-ol

(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one