4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

Base Information

Chemical Name:4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
CAS No.:28380-31-6
Molecular Formula:C₄₀H₅₂O₂
Molecular Weight:564.852
Hs Code.:
Mol file:28380-31-6.mol

4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

Synonyms:Pectenoxanthin;Cryptomonaxanthin;Manixanthin;SCHEMBL2835206;7,7',8,8'-Tetradehydro-b,b-carotene-3,3'-diol;4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

Suppliers and Price of 4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

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

American Custom Chemicals Corporation
ALLOXANTHIN 95.00%
5MG
$ 504.92

Total 4 raw suppliers

Chemical Property of 4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

Chemical Property:

Melting Point:188-190 °C
Boiling Point:705°Cat760mmHg
PKA:14.36±0.70(Predicted)
Flash Point:272.4°C
PSA：40.46000
Density:1.03g/cm³
LogP:9.44180
XLogP3:10.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:10
Exact Mass:564.396730897
Heavy Atom Count:42
Complexity:1310

Purity/Quality:

98% ^*data from raw suppliers

ALLOXANTHIN 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C#CC2=C(CC(CC2(C)C)O)C)C)C
Isomeric SMILES:CC1=C(C(CC(C1)O)(C)C)C#C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C#CC2=C(CC(CC2(C)C)O)C)\C)\C)/C)/C

Technology Process of 4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

There total 59 articles about 4-[(3E,5E,7E,9E,11E,13E,15E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyn-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol 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: 90.0%

: 1376185-96-4
[((1R,1'R)-(3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-Tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diyne-1,18-diyl)bis(3,5,5-trimethylcyclohex-3-ene-4,1-diyl)bisoxy]bis-(triethylsilane)

: 26666-93-3,54549-09-6,70267-43-5,70701-54-1,95343-66-1,95343-67-2,95343-69-4,95343-70-7,95404-18-5,111820-99-6,28380-31-6
(3R',3'R)-alloxanthin

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob25321f

Reference yield:

: C₅₂H₈₀O₂Si₂

: 26666-93-3,28380-31-6,54549-09-6,70267-43-5,70701-54-1,95343-66-1,95343-67-2,95343-69-4,95343-70-7,95404-18-5,111820-99-6
meso-alloxanthin

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.3390/md12052623

Reference yield:

: 20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6
(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

: 26666-93-3,54549-09-6,70267-43-5,70701-54-1,95343-66-1,95343-67-2,95343-69-4,95343-70-7,95404-18-5,111820-99-6,28380-31-6
(3R',3'R)-alloxanthin

Guidance literature:: Multi-step reaction with 12 steps

1.1: dmap; triethylamine / dichloromethane / 0 °C

2.1: n-butyllithium / tetrahydrofuran / -50 °C

3.1: potassium hydroxide / methanol; water / 20 °C

4.1: pyridine / 20 °C

5.1: copper(II) sulfate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

6.1: lithium aluminium tetrahydride / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

8.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; diisopropylamine / 2 h / 20 °C / Inert atmosphere

9.1: 2,4,6-trimethyl-pyridine; lithium chloride / N,N-dimethyl-formamide / 0.17 h / -10 °C / Inert atmosphere

9.2: 1.5 h / -10 - 0 °C

10.1: triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

11.1: sodium methylate / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

12.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With pyridine; 2,4,6-trimethyl-pyridine; dmap; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; sodium methylate; copper(II) sulfate; acetic acid; triethylamine; diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 10.1: Wittig reaction / 11.1: Wittig condensation;
DOI:10.1039/c2ob25321f