(+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane

Base Information

• Chemical Name: (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane
• CAS No.: 135191-29-6
• Molecular Formula: C₂₂H₂₃NO₃
• Molecular Weight: 349.43
• Mol file: 135191-29-6.mol

Synonyms:(+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane

Chemical Property of (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane

There total 15 articles about (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane 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: 87.0%

(+/-)-cis-2--1-<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>cyclopentanol → (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane (135191-29-6)

Guidance literature:

With silver nitrate; In ethanol; at 23 ℃; for 16h;

DOI:10.1021/jo00069a032

Reference yield: 81.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (+/-)-cis-2-(N-Benzylamino)-1-<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>cyclopentanol (135191-28-5) → (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane (135191-29-6)

Guidance literature:

With camphor-10-sulfonic acid; sodium sulfate; In dichloromethane; at 23 ℃;

DOI:10.1021/jo00017a002

Reference yield:

(+/-)-cis-2-(N-Benzylamino)-1-<2-(1,3-benzodioxol-5-yl)ethynyl>cyclopentanol (135191-27-4) → (+/-)-cis-2-N-Benzyl-6a<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>-1-oxa-3-azabicyclo<3.3.0>octane (135191-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / LiAlH₄ / diethyl ether / 4 h / Heating

2: 81 percent / Na₂SO₄, camphorsulfonic acid / H₂O; CH₂Cl₂ / 8 h / 23 °C

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium sulfate; In diethyl ether; dichloromethane; water;

DOI:10.1021/jo00069a032

upstream raw materials:

formaldehyd

(+/-)-cis-2-(N-Benzylamino)-1-<(E)-2-(1,3-benzodioxol-5-yl)ethenyl>cyclopentanol

3,4-methylenedioxyphenylethyne

piperonal

Downstream raw materials:

(+/-)-(3R*,3aS*,7aS*)-N-Benzyl-3-(1,3-benzodioxol-5-yl)-4-oxooctahydroindole

(+/-)-pancracine