3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile

Base Information

• Chemical Name: 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile
• CAS No.: 120525-41-9
• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.422

Synonyms:3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile

Chemical Property of 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile

There total 4 articles about 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile 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:

(4aR,8S,8aS)-8-(2-Bromo-1-ethoxy-ethoxy)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (120525-38-4,120576-41-2) + acrylonitrile (107-13-1,25014-41-9) → 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile (120525-41-9) + 3-((4aR,6R,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile (120525-41-9)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In benzene; at 80 ℃;

DOI:10.1021/ja00191a064

Reference yield:

(4aR,8S,8aS)-8-(2-Bromo-1-ethoxy-ethoxy)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (120525-38-4,120576-41-2) + acrylonitrile (107-13-1,25014-41-9) → 3-((4aR,6S,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile (120525-41-9) + 3-((4aR,6R,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile (120525-41-9)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In benzene; at 80 ℃;

DOI:10.1021/ja00191a064

Reference yield:

4,6-O-benzylidene-D-allal (5987-33-7,167074-37-5) → 3-((4aR,6R,6aS,9aS,9bS)-8-Ethoxy-2-phenyl-octahydro-furo[2',3':4,5]pyrano[3,2-d][1,3]dioxin-6-yl)-propionitrile (120525-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Br₂; 2.) NEt₃ / 1.) CH₂Cl₂, -78 deg C, 30 min -> room temp., 1 h; 2.) room temp., 3 h

2: Bu₃SnH / AIBN / benzene / 80 °C

With bromine; tri-n-butyl-tin hydride; triethylamine; 2,2'-azobis(isobutyronitrile); In benzene;

DOI:10.1021/ja00191a064

upstream raw materials:

(4aR,8S,8aS)-8-(2-Bromo-1-ethoxy-ethoxy)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

acrylonitrile

4,6-O-benzylidene-D-allal

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