(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:347378-43-2
Molecular Formula:C₃₃H₃₁NO₄
Molecular Weight:505.613
Hs Code.:

Synonyms:(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

There total 12 articles about (1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 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: 83.0%

: 5-benzyl-6-(1-phenyl-2-phenylacetoxy-ethyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium; chloride

: 347378-43-2
(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

: (1R)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With sodium tetrahydroborate; In methanol; at -78 ℃; for 2h;
DOI:10.1021/jm001128u

Reference yield:

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

: 347378-43-2
(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / CH₂Cl₂ / 3 h / Heating

2: 92 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 90 percent / BF₃*etherate; BH₃*THF / tetrahydrofuran / 2.5 h / Heating

4: 60 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

5: POCl₃ / CH₂Cl₂ / Heating

6: 83 percent / NaBH₄ / methanol / 2 h / -78 °C

With dmap; sodium tetrahydroborate; thionyl chloride; borane-THF; boron trifluoride diethyl etherate; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm001128u

Reference yield:

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

: 347378-43-2
(1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 90 percent / BF₃*etherate; BH₃*THF / tetrahydrofuran / 2.5 h / Heating

3: 60 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

4: POCl₃ / CH₂Cl₂ / Heating

5: 83 percent / NaBH₄ / methanol / 2 h / -78 °C

With dmap; sodium tetrahydroborate; borane-THF; boron trifluoride diethyl etherate; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm001128u