Tocol, (2S)-

Base Information

• Chemical Name: Tocol, (2S)-
• CAS No.: 131321-19-2
• Molecular Formula: C₂₆H₄₄O₂
• Molecular Weight: 388.634
• UNII: PIZ4C71R1M
• Wikidata: Q27286575
• Mol file: 131321-19-2.mol

Synonyms:Tocol, (2S)-;UNII-PIZ4C71R1M;PIZ4C71R1M;131321-19-2;2H-1-Benzopyran-6-ol, 3,4-dihydro-2-methyl-2-(4,8,12-trimethyltridecyl)-, (2S-(2R*(4S*,8S*)))-;(2S)-tocol;Q27286575

Chemical Property of Tocol, (2S)-

Chemical Property:

• XLogP3: 9.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 388.334130642
• Heavy Atom Count: 28
• Complexity: 421

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC1(CCC2=C(O1)C=CC(=C2)O)C
• Isomeric SMILES: C[C@@H](CCC[C@@H](C)CCC[C@]1(CCC2=C(O1)C=CC(=C2)O)C)CCCC(C)C

Technology Process of Tocol, (2S)-

There total 5 articles about Tocol, (2S)- 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: 70.0%

(3RS,7R,11R)-3,7,11,15-tetramethylhexadec-1-en-3-ol (395645-30-4) + hydroquinone (123-31-9,8027-02-9) → (2RS,4'R,8'R)-Tocol (119-98-2,58166-19-1,131321-19-2)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/S0957-4166(00)82239-9

Reference yield:

(6R,10R)-6,10,14-trimethylpentadecan-2-one (16825-16-4) → (2RS,4'R,8'R)-Tocol (119-98-2,58166-19-1,131321-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / t-BuLi / diethyl ether

2: 70 percent / BF₃*Et₂O / diethyl ether

With boron trifluoride diethyl etherate; tert.-butyl lithium; In diethyl ether;

DOI:10.1016/S0957-4166(00)82239-9

Reference yield:

hydroquinone (123-31-9,8027-02-9) + phytol (150-86-7,844467-91-0) → (2RS,4'R,8'R)-Tocol (119-98-2,58166-19-1,131321-19-2)

Guidance literature:

With sodium hydroxide; formic acid; benzene; unter Stickstoff;

DOI:10.1002/hlca.19570400634

upstream raw materials:

4-Benzyloxyphenol

phytol

4-methoxy-phenol

hydroquinone