Cucurbitaxanthin A

Base Information

Chemical Name:Cucurbitaxanthin A
CAS No.:103955-77-7
Molecular Formula:C40H56 O3
Molecular Weight:584.883
Hs Code.:
DSSTox Substance ID:DTXSID401315840
Metabolomics Workbench ID:28830
Nikkaji Number:J710.162G
Wikidata:Q63409473

Synonyms:cucurbitaxanthin A

Suppliers and Price of Cucurbitaxanthin A

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 0 raw suppliers

Chemical Property of Cucurbitaxanthin A

Chemical Property:

XLogP3:10.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:10
Exact Mass:584.42294564
Heavy Atom Count:43
Complexity:1330

Purity/Quality:

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=CC23C(CC(O2)CC3(C)O)(C)C)C)C
Isomeric SMILES:CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@]23[C@](C[C@@H](O2)CC3(C)C)(C)O)/C)/C

Technology Process of Cucurbitaxanthin A

There total 13 articles about Cucurbitaxanthin A 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: 54.0%

: 737763-65-4
(3R,3'S,5'R,6'R)-3',6'-epoxy-5,6-dihydro-5'-triethylsilyloxy-β,β-caroten-3-ol

: 103955-77-7
(all-E,3S,3'R,5R,6R)-3,6-epoxy-5,6-dihydro-β,β-carotene-3',5-diol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; at 50 ℃;
DOI:10.1248/cpb.52.780

Reference yield:

: 439859-70-8
(-)-(1S,4S,6R)-4-(tert-butyldimethylsilyloxy)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptane-1-carbaldehyde

: 103955-77-7
(all-E,3S,3'R,5R,6R)-3,6-epoxy-5,6-dihydro-β,β-carotene-3',5-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / NaH

2: 96 percent / HF; pyridine

3: 54 percent / (BrC₆H₄)3NSbCl₆ / CH₂Cl₂ / 2 h / 20 °C

4: lutidine

5: DIBAL-H

6: NaOMe

7: Dowex 50W-X₈ (H+)

8: 56 percent / NaOMe

9: 54 percent / TBAF; AcOH / 50 °C

With pyridine; (BrC₆H₄)3NSbCl₆; Dowex 50W-X₈ (H+); lutidine; hydrogen fluoride; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; diisobutylaluminium hydride; acetic acid; In dichloromethane; 1: Emmons-Horner reaction / 6: Wittig condensation / 8: Wittig condensation;
DOI:10.1248/cpb.52.780

Reference yield:

: 395089-70-0
(2E,4E)-5-[(1S,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-3-methyl-penta-2,4-dienoic acid ethyl ester

: 103955-77-7
(all-E,3S,3'R,5R,6R)-3,6-epoxy-5,6-dihydro-β,β-carotene-3',5-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / HF; pyridine

2: 45 percent / (BrC₆H₄)3NSbCl₆ / CH₂Cl₂ / 0.33 h / 20 °C

3: lutidine

4: LiAlH₄

5: MnO₂

6: NaOMe

7: Dowex 50W-X₈ (H+)

8: 56 percent / NaOMe

9: 54 percent / TBAF; AcOH / 50 °C

With pyridine; manganese(IV) oxide; lithium aluminium tetrahydride; (BrC₆H₄)3NSbCl₆; Dowex 50W-X₈ (H+); lutidine; hydrogen fluoride; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In dichloromethane; 6: Wittig condensation / 8: Wittig condensation;
DOI:10.1248/cpb.52.780