(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

Base Information

Chemical Name:(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide
CAS No.:208706-17-6
Molecular Formula:C₂₁H₂₇NO₅
Molecular Weight:373.449
Hs Code.:

Synonyms:(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

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Chemical Property of (2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

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Technology Process of (2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

There total 3 articles about (2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide 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: 67.0%

: 174531-80-7
4-amino-5,5-dimethoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

: 175552-86-0
7-cyclohexyl-(2E,4E,6E)-hepta-2,4,6-trienoyl chloride

: 208706-17-6
(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

Guidance literature:: With lithium tert-butoxide; In tetrahydrofuran; 1.) 0 deg C, 30 min, 2.) r.t.;
DOI:10.1055/s-1998-2064

Reference yield:

: 97330-04-6
(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid

: 208706-17-6
(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride, DMF

2: 67 percent / t-BuOLi / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t.

With oxalyl dichloride; N,N-dimethyl-formamide; lithium tert-butoxide; In tetrahydrofuran;
DOI:10.1055/s-1998-2064

Reference yield:

: 175552-83-7
tert-butyl 2,2-dimethoxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-ylearbamate

: 208706-17-6
(2E,4E,6E)-7-Cyclohexyl-hepta-2,4,6-trienoic acid (2,2-dimethoxy-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / BF₃*OEt₂, 4 Angstroem molecular sieves / CH₂Cl₂ / 20 h / Ambient temperature

2: 67 percent / t-BuOLi / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t.

With 4 A molecular sieve; boron trifluoride diethyl etherate; lithium tert-butoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1998-2064