Crocacin C

Base Information

Chemical Name:Crocacin C
CAS No.:237425-38-6
Molecular Formula:C22H31NO3
Molecular Weight:357.493
Hs Code.:
DSSTox Substance ID:DTXSID801037224
Nikkaji Number:J1.104.277E
Wikidata:Q77374316
Metabolomics Workbench ID:113456
Mol file:237425-38-6.mol

Synonyms:crocacin C

Suppliers and Price of Crocacin C

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 1 raw suppliers

Chemical Property of Crocacin C

Chemical Property:

XLogP3:4.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:10
Exact Mass:357.23039385
Heavy Atom Count:26
Complexity:504

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C=CC(=CC(=O)N)C)C(C(C)C(C=CC1=CC=CC=C1)OC)OC
Isomeric SMILES:C[C@@H](/C=C/C(=C/C(=O)N)/C)[C@@H]([C@H](C)[C@H](/C=C/C1=CC=CC=C1)OC)OC

Technology Process of Crocacin C

There total 29 articles about Crocacin C 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: 70.0%

: 890409-88-8
((3S,4R,5S,6S,E)-3,5-Dimethoxy-4,6-dimethyloct-1-en-7-yn-1-yl)benzene

: 307492-61-1
(E)-3-iodo-2-butenamide

: 237425-38-6
7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienamide

Guidance literature:: ((3S,4R,5S,6S,E)-3,5-Dimethoxy-4,6-dimethyloct-1-en-7-yn-1-yl)benzene; With tri-n-butyl-tin hydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

(E)-3-iodo-2-butenamide; In tetrahydrofuran; at 100 ℃; for 0.25h; diastereoselective reaction; Inert atmosphere; Microwave irradiation;
DOI:10.1021/jo301210f

Reference yield: 66.0%

: 443123-81-7
(2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoic acid

: 237425-38-6
7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienamide

Guidance literature:: (2E,4E,6S,7S,8R,9S,10E)-7,9-dimethoxy-3,6,8-trimethyl-11-phenylundeca-2,4,10-trienoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -20 ℃; for 0.5h;

With ammonium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(01)00940-1

Reference yield:

: 329362-90-5
(2R,3R,4R,5S,E)-3,5-dimethoxy-2,4-dimethyl-7-phenylhept-6-enal

: 237425-38-6
7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienamide

Guidance literature:: Multi-step reaction with 2 steps

1: 39.6 mg / CrCl₂ / tetrahydrofuran / 1 h / 20 °C

2: 84 percent / CuCl; AsPh₃ / Pd₂(dba)3 / tetrahydrofuran / 16 h / 25 - 55 °C

With chromium dichloride; triphenyl-arsane; copper(l) chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 2: Stille coupling;
DOI:10.1021/jo047732k