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

Base Information

Chemical Name:1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-ene
CAS No.:126266-17-9
Molecular Formula:C₃₆H₄₁NO₅
Molecular Weight:567.725
Hs Code.:

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

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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-ene

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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-ene

There total 15 articles about 1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-ene 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: 65.0%

: 183114-98-9
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-en-3-one dithioketal

: 126266-17-9
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-ene

Guidance literature:: With Ni(Ra); In tetrahydrofuran; at 25 ℃; for 2.5h;
DOI:10.1021/jo961179s

Reference yield:

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

: 126266-17-9
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-ene

Guidance literature:: Multi-step reaction with 12 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

11: 72 percent / BF₃*OEt₂ / 8.5 h / -20 - -15 °C

12: 65 percent / Ni(Ra) / tetrahydrofuran / 2.5 h / 25 °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:

: 126266-12-4
2-(2-formyl-4,5-(methylenedioxy)phenyl)ethyl benzyl ether

: 126266-17-9
1-aza-1-benzyl-6-<2'-(2-(benzyloxy)ethyl)-4',5'-(methylenedioxy)phenyl>-7-(pivaloyloxy)spiro<4.4>non-6-ene

Guidance literature:: Multi-step reaction with 10 steps

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

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

3: 91 percent / ClCOCOCl / benzene / 24 h / 50 - 55 °C

4: 76 percent / K₂CO₃ / acetonitrile; H₂O / 67 h / 75 - 80 °C

5: 88 percent / NaH / tetrahydrofuran / 1.) reflux, 60min, 2.) 25 deg C, 48 h

6: 97 percent / AgClO₄ / acetonitrile / 1.) 0 deg C, 2 h, 2.) 25 deg C, 45 min

7: 46 percent / acetonitrile / 12 h / Irradiation

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

9: 72 percent / BF₃*OEt₂ / 8.5 h / -20 - -15 °C

10: 65 percent / Ni(Ra) / tetrahydrofuran / 2.5 h / 25 °C

With sodium hydroxide; 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; water; acetonitrile; benzene;
DOI:10.1021/jo961179s