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

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 dithioketal
CAS No.:183114-98-9
Molecular Formula:C₃₈H₄₃NO₅S₂
Molecular Weight:657.895
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 dithioketal

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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 dithioketal

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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 dithioketal

There total 14 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 dithioketal 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: 72.0%

: 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

: 540-63-6
ethane-1,2-dithiol

: 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

Guidance literature:: With boron trifluoride diethyl etherate; at -20 - -15 ℃; for 8.5h;
DOI:10.1021/jo961179s

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

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

: 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

Guidance literature:: Multi-step reaction with 9 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

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