Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-

Base Information

Chemical Name:Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-
CAS No.:439-66-7
Molecular Formula:C21H24 N2 O3
Molecular Weight:352.433
Hs Code.:
Mol file:439-66-7.mol

Synonyms:Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-

Suppliers and Price of Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 4 raw suppliers

Chemical Property of Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-

Chemical Property:

Vapor Pressure:3E-11mmHg at 25°C
Boiling Point:528.3°Cat760mmHg
Flash Point:273.3°C
PSA：62.40000
Density:1.26g/cm³
LogP:2.95930
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:352.17869263
Heavy Atom Count:26
Complexity:590

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C1CN2CCC3=C(C2CC1C(C=O)C(=O)OC)NC4=CC=CC=C34
Isomeric SMILES:CC=C1CN2CCC3=C([C@@H]2C[C@@H]1C(C=O)C(=O)OC)NC4=CC=CC=C34

Technology Process of Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)-

There total 86 articles about Corynan-16-carboxylic acid, 16,17,19,20-tetradehydro-17-hydroxy-, methyl ester, (16E,19E)- 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: 73.0%

: 107-31-3
Methyl formate

: 32789-73-4
20E-[3S^*-(3α,15α)]-3,4,5,6,14,15,21-heptahydro-15-(methyl acetate)-20-ethylidene-indolo[2,3-a]quinolizine

: 439-66-7
(Z)-methyl 2-((2S,12bS,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-hydroxyacrylate

Guidance literature:: 20E-[3S^*-(3α,15α)]-3,4,5,6,14,15,21-heptahydro-15-(methyl acetate)-20-ethylidene-indolo[2,3-a]quinolizine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.5h;

Methyl formate; In tetrahydrofuran; at -78 - 0 ℃; for 5h;
DOI:10.1002/anie.201905227

Reference yield: 73.0%

: 107-31-3
Methyl formate

: 23107-03-1,23107-04-2,32789-73-4,34441-49-1,55903-46-3,101400-33-3,115586-73-7,117772-43-7
methyl 2-((12b,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)acetate

: 439-66-7
(Z)-methyl 2-((2S,12bS,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-hydroxyacrylate

Guidance literature:: methyl 2-((12b,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

Methyl formate; at -78 - 0 ℃; for 5h;
DOI:10.1002/anie.201802610

Reference yield:

: 236750-92-8
20E-[3S^*-(3α,5β,15α)]-3,4,5,6,14,15,21-heptahydro-15-(methyl acetate)-20-ethylidene-indolo[2,3-a]quinolizine-5-carboxylic acid

: 439-66-7
(Z)-methyl 2-((2S,12bS,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-hydroxyacrylate

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -10 - 20 °C

2: NaH / tetrahydrofuran; various solvent(s) / 0.83 h / -10 - 20 °C

3: 167 mg / Bu₃SnH; AIBN / benzene / 4 h / 80 °C

4: 48 percent / LDA

With 4-methyl-morpholine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1021/ol990554a