15-cis-Violaxanthin

Base Information Edit

Chemical Name:15-cis-Violaxanthin
CAS No.:24620-97-1
Molecular Formula:C₄₀H₅₆O₄
Molecular Weight:600.882
Hs Code.:
UNII:YG1UM773IU
Nikkaji Number:J846.641F
Wikidata:Q27294499
Mol file:24620-97-1.mol

Synonyms:15-cis-Violaxanthin;Neoviolaxanthin V;Violaxanthin Neo V;Violaxanthin, (15Z)-;Violaxanthin 15-cis-isomer [MI];UNII-YG1UM773IU;YG1UM773IU;24620-97-1;beta,beta-Carotene-3,3'-diol, 5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6S,6'S,15-cis)-;beta-Carotene-3,3'-diol, 5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6S,6'S)-neo v-;(15Z)-violaxanthin;Q27294499;.BETA.,.BETA.-CAROTENE-3,3'-DIOL, 5,6:5',6'-DIEPOXY-5,5',6,6'-TETRAHYDRO-, (3S,3'S,5R,5'R,6S,6'S,15-CIS)-;.BETA.-CAROTENE-3,3'-DIOL, 5,6:5',6'-DIEPOXY-5,5',6,6'-TETRAHYDRO-, (3S,3'S,5R,5'R,6S,6'S)-NEO V-

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Chemical Property of 15-cis-Violaxanthin Edit

Chemical Property:

XLogP3:9.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:10
Exact Mass:600.41786026
Heavy Atom Count:44
Complexity:1270

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=CC=CC=C(C)C=CC=C(C)C=CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=CC34C(CC(CC3(O4)C)O)(C)C
Isomeric SMILES:C/C(=C\C=C/C=C(/C=C/C=C(/C=C/[C@@]12O[C@@]1(C[C@H](CC2(C)C)O)C)\C)\C)/C=C/C=C(/C=C/[C@@]34O[C@@]3(C[C@H](CC4(C)C)O)C)\C

Technology Process of 15-cis-Violaxanthin

There total 20 articles about 15-cis-Violaxanthin 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: 75.0%

: 122346-90-1
15,15'-Didehydroviolaxanthin

: 126-29-4,1263-54-3,24502-89-4,24620-97-1,25493-67-8,26917-74-8,26917-75-9,26927-07-1,29246-93-3,75715-58-1,80629-23-8,80629-24-9,101627-32-1,101627-33-2,101627-34-3,101627-35-4,113667-07-5,115182-31-5,116126-19-3,122407-49-2,122407-51-6,147383-89-9,147383-90-2,147383-91-3
(15Z)-Violaxanthin

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethyl acetate; for 0.5h;
DOI:10.1002/hlca.19880710502

Reference yield:

: 75715-58-1
13-cis-violaxanthin

: 126-29-4
Violaxanthin

: 24620-97-1
central-cis-violaxanthin

Guidance literature:: In pyridine; at 73.6 - 93.9 ℃; Kinetics; Equilibrium constant; Thermodynamic data; other C40-carotenoids, other solvents, var. temp.; E_A, ΔH, ΔS, ΔG;

Reference yield:

: 23069-07-0
4,4-(Ethylendioxy)-2,6,6-trimethyl-1-cyclohexen-1-methanol

: 126-29-4,1263-54-3,24502-89-4,24620-97-1,25493-67-8,26917-74-8,26917-75-9,26927-07-1,29246-93-3,75715-58-1,80629-23-8,80629-24-9,101627-32-1,101627-33-2,101627-34-3,101627-35-4,113667-07-5,115182-31-5,116126-19-3,122407-49-2,122407-51-6,147383-89-9,147383-90-2,147383-91-3
(15Z)-Violaxanthin

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / Ti(i-PrO), t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / -67 °C

2: 91 percent / pyridine / 4 h / 0 °C

3: 87 percent / MgSO₄, H₂O, montmorillonite / toluene / 0.05 h

5: oxalyl chloride, (i-Pr)2EtN, DMSO / CH₂Cl₂ / 4 h

6: t-BuOK / tetrahydrofuran / 4 h / Ambient temperature

7: 94 percent / DIBAH, H₂O, MeOH / diethyl ether; hexane / 1 h / Ambient temperature

8: 91 percent / MnO₂ / ethyl acetate / 2.5 h / Ambient temperature

9: 70 percent / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone, BuLi / tetrahydrofuran; hexane / 2 h / Ambient temperature

10: 75 percent / H₂ / Lindlar-catalyst / ethyl acetate / 0.5 h

With methanol; tert.-butylhydroperoxide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese(IV) oxide; Montmorillonite; n-butyllithium; oxalyl dichloride; Ti(i-PrO); potassium tert-butylate; water; hydrogen; diisobutylaluminium hydride; magnesium sulfate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; pyridine; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/hlca.19880710502