5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

Base Information

Chemical Name:5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile
CAS No.:1403989-58-1
Molecular Formula:C₃₃H₄₀N₄O₇
Molecular Weight:604.703
Hs Code.:

5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

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Chemical Property of 5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

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Technology Process of 5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

There total 8 articles about 5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile 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: 63.0%

: 1403989-48-9
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne

: 109-77-3
malononitrile

: 1403989-58-1
5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.5560/ZNB.2012-0108

Reference yield:

: 143573-33-5
(1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

: 1403989-58-1
5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: zinc / toluene; N,N-dimethyl-formamide; diethyl ether / 20 - 35 °C

2.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 3 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C

3.2: 168 h / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 24 h / 20 °C

With n-butyllithium; sodium hydride; zinc; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; paraffin oil; 1.1: |Barbier Coupling Reaction;
DOI:10.5560/ZNB.2012-0108

Reference yield:

: 1403989-46-7
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxybut-3-yne

: 1403989-58-1
5,5-bis(dimethylamino)-2-cyano-3-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]ethyl]-penta-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C

1.2: 168 h / 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 24 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.5560/ZNB.2012-0108