12'-Apo-beta-carotenol

Base Information

• Chemical Name: 12'-Apo-beta-carotenol
• CAS No.: 1050-75-5
• Molecular Formula: C₂₅H₃₆O
• Molecular Weight: 352.56
• DSSTox Substance ID: DTXSID201108582
• Wikidata: Q27123991
• Metabolomics Workbench ID: 58574
• Mol file: 1050-75-5.mol

Synonyms:12'-apo-beta-carotenol;12'-apo-beta-caroten-12'-ol;CHEBI:53162;DTXSID201108582;Q27123991;(2E,4E,6E,8E,10E,12E)-2,7,11-Trimethyl-13-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10,12-tridecahexaen-1-ol;(2E,4E,6E,8E,10E,12E)-2,7,11-trimethyl-13-(2,6,6-trimethylcyclohexen-1-yl)trideca-2,4,6,8,10,12-hexaen-1-ol;1050-75-5

Chemical Property of 12'-Apo-beta-carotenol

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 352.276615768
• Heavy Atom Count: 26
• Complexity: 673

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)CO)C)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/CO)/C)/C

Technology Process of 12'-Apo-beta-carotenol

There total 6 articles about 12'-Apo-beta-carotenol 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%

methyl (2E,4E,6E,8E,10E,12E)-2,7,11-trimethyl-13-(2,6,6-trimethylcyclohex-1-en-1-yl)trideca-2,4,6,8,10,12-hexaenoate → (2E,4E,6E,8E,10E,12E)-2,7,11-trimethyl-13-(2,6,6-trimethylcyclohex-1-en-1-yl)trideca-2,4,6,8,10,12-hexaene-1-ol (1050-75-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

DOI:10.1016/j.tet.2018.03.050

Reference yield:

12'-apo-β-caroten-12'-al (1638-05-7) → (2E,4E,6E,8E,10E,12E)-2,7,11-trimethyl-13-(2,6,6-trimethylcyclohex-1-en-1-yl)trideca-2,4,6,8,10,12-hexaene-1-ol (1050-75-5)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/j100384a026

Reference yield:

→ (2E,4E,6E,8E,10E,12E)-2,7,11-trimethyl-13-(2,6,6-trimethylcyclohex-1-en-1-yl)trideca-2,4,6,8,10,12-hexaene-1-ol (1050-75-5)

Guidance literature:

With aluminum isopropoxide; isopropyl alcohol; at 120 ℃;

DOI:10.1002/hlca.19380210134

upstream raw materials:

12'-apo-β-caroten-12'-al

diazomethane

Downstream raw materials:

12'-apo-β-caroten-12'-al

β-Carotindicarbonsaeure-(10.11)

3-Methoxy-β-carotin-10,11-dicarbonsaeure