(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

Base Information

Chemical Name:(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine
CAS No.:247118-65-6
Molecular Formula:C₂₇H₂₉NO₄
Molecular Weight:431.532
Hs Code.:

Synonyms:(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

Chemical Property:

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Technology Process of (-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

There total 8 articles about (-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine 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:

: [(S)-2-Benzo[1,3]dioxol-5-yl-1-(3,4-dimethoxy-phenyl)-pent-4-en-(Z)-ylidene]-benzyl-amine

: 247118-65-6
(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

Guidance literature:: With sodium tetrahydroborate; In methanol; at -20 ℃; for 2h; Yield given;
DOI:10.1016/S0957-4166(99)00167-6

Reference yield:

: 2861-28-1
1,3-benzodioxole-5-acetic acid

: 247118-65-6
(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

Guidance literature:: Multi-step reaction with 8 steps

1: SOCl₂ / toluene / 3 h / Heating

2: Et₃N / tetrahydrofuran / 1 h / -10 °C

3: 1.) LDA, LiCl / 1.) THF, a) -78 deg C, 1 h, b)0 deg C, 15 min, 2.) THF, 0 deg C, 3 h

4: 93 percent / 4 M aq. H₂SO₄ / dioxane / 2 h

5: SOCl₂ / toluene / 4 h / Heating

6: SnCl₄ / CH₂Cl₂ / 6 h / -20 °C

7: TiCl₄, Et₃N / tetrahydrofuran; CH₂Cl₂ / 1.08 h / -78 - -20 °C

8: NaBH₄ / methanol / 2 h / -20 °C

With sodium tetrahydroborate; thionyl chloride; sulfuric acid; titanium tetrachloride; tin(IV) chloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(99)00167-6

Reference yield:

: 6845-81-4
3,4-methylenedioxyphenylacetyl chloride

: 247118-65-6
(-)-(1S,2S)-N-benzyl-1-(3,4-dimethoxyphenyl)-2-(3,4-methylenedioxyphenyl)-4-pentenylamine

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / tetrahydrofuran / 1 h / -10 °C

2: 1.) LDA, LiCl / 1.) THF, a) -78 deg C, 1 h, b)0 deg C, 15 min, 2.) THF, 0 deg C, 3 h

3: 93 percent / 4 M aq. H₂SO₄ / dioxane / 2 h

4: SOCl₂ / toluene / 4 h / Heating

5: SnCl₄ / CH₂Cl₂ / 6 h / -20 °C

6: TiCl₄, Et₃N / tetrahydrofuran; CH₂Cl₂ / 1.08 h / -78 - -20 °C

7: NaBH₄ / methanol / 2 h / -20 °C

With sodium tetrahydroborate; thionyl chloride; sulfuric acid; titanium tetrachloride; tin(IV) chloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(99)00167-6