3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

Base Information

Chemical Name:3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one
CAS No.:183115-05-1
Molecular Formula:C₂₅H₂₉NO₆S
Molecular Weight:471.574
Hs Code.:

Synonyms:3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

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Chemical Property of 3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

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Technology Process of 3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

There total 12 articles about 3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-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

: 183115-05-1
3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / DIEA / dimethylformamide / 2 h / 25 °C

2: 84 percent / n-BuLi / tetrahydrofuran / 10 h / -78 °C

3: 1.) BF₃*OEt₂, 2.) TFA / 1.) CH₂Cl₂, -78 deg C, 10 h, 2.) 25 deg C, 21 h

4: 82 percent / tetrahydrofuran / 24 h / 25 °C

5: 100 percent / Et₃N / CH₂Cl₂ / 9.5 h / 25 °C

6: 92 percent / 10percent aq. HCl / acetone / 44 h / 25 °C

7: 2.) NaOAc, NaBH₃CN / 1.) THF, EtOH, 25 deg C, 1 h, 2.) 25 deg C, 13 h

With hydrogenchloride; n-butyllithium; boron trifluoride diethyl etherate; sodium acetate; sodium cyanoborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo961179s

Reference yield:

: 158839-97-5
2-(2-formyl-4,5-(methylenedioxy)phenyl)ethyl tert-butyldimethylsilyl ether

: 183115-05-1
3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BF₃*OEt₂, 2.) TFA / 1.) CH₂Cl₂, -78 deg C, 10 h, 2.) 25 deg C, 21 h

2: 82 percent / tetrahydrofuran / 24 h / 25 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 9.5 h / 25 °C

4: 92 percent / 10percent aq. HCl / acetone / 44 h / 25 °C

5: 2.) NaOAc, NaBH₃CN / 1.) THF, EtOH, 25 deg C, 1 h, 2.) 25 deg C, 13 h

With hydrogenchloride; boron trifluoride diethyl etherate; sodium acetate; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo961179s

Reference yield:

: 158839-95-3
C₁₄H₁₂O₄

: 183115-05-1
3-<3-(N-benzylamino)propyl>-2-<2'-(2-mesyloxyethyl)-4',5'-(methylenedioxy)phenyl>-2-cyclopenten-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / tetrahydrofuran / 24 h / 25 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 9.5 h / 25 °C

3: 92 percent / 10percent aq. HCl / acetone / 44 h / 25 °C

4: 2.) NaOAc, NaBH₃CN / 1.) THF, EtOH, 25 deg C, 1 h, 2.) 25 deg C, 13 h

With hydrogenchloride; sodium acetate; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo961179s