beta,beta-Carotene-3,3'-diol, dihexadecanoate

Base Information

• Chemical Name: beta,beta-Carotene-3,3'-diol, dihexadecanoate
• CAS No.: 637-05-8
• Molecular Formula: C₇₂H₁₁₆O₄
• Molecular Weight: 1045.71
• DSSTox Substance ID: DTXSID301278998
• Wikidata: Q105323820
• Mol file: 637-05-8.mol

Synonyms:DTXSID301278998;beta,beta-Carotene-3,3'-diol, dihexadecanoate;637-05-8

Chemical Property of beta,beta-Carotene-3,3'-diol, dihexadecanoate

Chemical Property:

• XLogP3: 26.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 42
• Exact Mass: 1044.88736218
• Heavy Atom Count: 76
• Complexity: 1850

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C)C)C)C

Technology Process of beta,beta-Carotene-3,3'-diol, dihexadecanoate

There total 2 articles about beta,beta-Carotene-3,3'-diol, dihexadecanoate 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:

zeaxanthin (144-68-3,3309-19-1,24502-92-9,29472-68-2,31272-50-1,31272-53-4,57820-80-1,60046-54-0,60497-64-5,60497-65-6,72002-36-9,72580-10-0,100347-92-0,100347-97-5,136656-95-6,136733-98-7,136733-99-8,136734-01-5,136734-02-6) + n-hexadecanoyl chloride (112-67-4) → (3R,3'R)-zeaxanthin dipalmitate (637-05-8,143731-35-5,143789-35-9,144-67-2)

Guidance literature:

With pyridine; chloroform; at 50 ℃;

DOI:10.1080/13583883.2002.9967066

Reference yield:

zeaxanthin (144-68-3,3309-19-1,24502-92-9,29472-68-2,31272-50-1,31272-53-4,57820-80-1,60046-54-0,60497-64-5,60497-65-6,72002-36-9,72580-10-0,100347-92-0,100347-97-5,136656-95-6,136733-98-7,136733-99-8,136734-01-5,136734-02-6) + n-hexadecanoyl chloride (112-67-4) → (3R,3'R)-zeaxanthin palmitate (87891-75-6,143731-36-6) + (3R,3'R)-zeaxanthin dipalmitate (637-05-8,143731-35-5,143789-35-9,144-67-2)

Guidance literature:

With pyridine;

DOI:10.1021/jf034803s

Reference yield:

propan-1-ol (71-23-8) + all-trans-lutein 3'-O-myristate-3-O-palmitate + zeaxanthin myristate palmitate (115095-08-4) + (3R,3'R)-zeaxanthin dipalmitate (637-05-8,143731-35-5,143789-35-9,144-67-2) + (3R,3'R,6'R)-lutein dipalmitate (547-17-1) + zeaxanthin dimyristic acid ester + (3R,3'R,6'R)-lutein dimyristate + all-trans-lutein 3'-O-palmitate-3-O-myristate → (3R,3'R,6'R)-lutein 3'-propyl ether (851854-29-0) + zeaxanthin (144-68-3,3309-19-1,24502-92-9,29472-68-2,31272-50-1,31272-53-4,57820-80-1,60046-54-0,60497-64-5,60497-65-6,72002-36-9,72580-10-0,100347-92-0,100347-97-5,136656-95-6,136733-98-7,136733-99-8,136734-01-5,136734-02-6)

Guidance literature:

propan-1-ol; all-trans-lutein 3'-O-myristate-3-O-palmitate; zeaxanthin myristate palmitate; (3R,3'R)-zeaxanthin dipalmitate; (3R,3'R,6'R)-lutein dipalmitate; zeaxanthin dimyristic acid ester; (3R,3'R,6'R)-lutein dimyristate; all-trans-lutein 3'-O-palmitate-3-O-myristate; With hydrogenchloride; In hexane; water; at 45 - 50 ℃; for 21h;

With potassium hydroxide; In methanol; hexane; water; Product distribution / selectivity;

upstream raw materials:

zeaxanthin

n-hexadecanoyl chloride

Downstream raw materials:

(3R,3'R)-zeaxanthin palmitate

3,3'-bis-palmitoyloxy-6,6'-didehydro-ε,ε-carotene

zeaxanthin

(9Z)-zeaxanthin

Refernces