1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

Base Information

Chemical Name:1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one
CAS No.:183114-97-8
Molecular Formula:C₃₆H₃₉NO₆
Molecular Weight:581.709
Hs Code.:

Synonyms:1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

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Chemical Property of 1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

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Technology Process of 1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

There total 13 articles about 1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one 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:

: 52199-45-8
2-(2'-iodo-4',5'-methylenedioxyphenyl)ethanol

: 183114-97-8
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: 83 percent / 86.8percent KOH / dimethylsulfoxide / 4 h / 25 °C

2: 87 percent / n-BuLi / tetrahydrofuran; hexane / 9 h / -78 °C

3: 1.) BF₃*OEt₂, 2.) TFA / 1.) CH₂Cl₂, -78 deg C, 10.5 h, 2.) 0 deg C, sonicated

4: 100 percent / 0.108 M NaOH / H₂O / 2 h / 25 °C

5: 91 percent / ClCOCOCl / benzene / 24 h / 50 - 55 °C

6: 76 percent / K₂CO₃ / acetonitrile; H₂O / 67 h / 75 - 80 °C

7: 88 percent / NaH / tetrahydrofuran / 1.) reflux, 60min, 2.) 25 deg C, 48 h

8: 97 percent / AgClO₄ / acetonitrile / 1.) 0 deg C, 2 h, 2.) 25 deg C, 45 min

9: 46 percent / acetonitrile / 12 h / Irradiation

10: 1.) HClO₄, O₃, 2.) DMS, NaHCO₃ / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 30 min, 2.) H₂O, warmed to 25 deg C

With potassium hydroxide; sodium hydroxide; n-butyllithium; perchloric acid; oxalyl dichloride; 2,3-dimercapto-succinic acid; boron trifluoride diethyl etherate; silver perchlorate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; ozone; trifluoroacetic acid; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; acetonitrile; benzene;
DOI:10.1021/jo961179s

Reference yield:

: 126266-14-6
3-chloro-2-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

: 183114-97-8
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / K₂CO₃ / acetonitrile; H₂O / 67 h / 75 - 80 °C

2: 88 percent / NaH / tetrahydrofuran / 1.) reflux, 60min, 2.) 25 deg C, 48 h

3: 97 percent / AgClO₄ / acetonitrile / 1.) 0 deg C, 2 h, 2.) 25 deg C, 45 min

4: 46 percent / acetonitrile / 12 h / Irradiation

5: 1.) HClO₄, O₃, 2.) DMS, NaHCO₃ / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 30 min, 2.) H₂O, warmed to 25 deg C

With perchloric acid; 2,3-dimercapto-succinic acid; silver perchlorate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; ozone; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo961179s

Reference yield:

: N-benzyl-N-<3-(pivaloyloxy)-2-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>cyclopent-2-enylidene>-N-<2-<(trimethylsilyl)methyl>-2-propenyl>ammonium perchlorate

: 183114-97-8
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / acetonitrile / 12 h / Irradiation

2: 1.) HClO₄, O₃, 2.) DMS, NaHCO₃ / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 30 min, 2.) H₂O, warmed to 25 deg C

With perchloric acid; 2,3-dimercapto-succinic acid; sodium hydrogencarbonate; ozone; In acetonitrile;
DOI:10.1021/jo961179s