4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)-

Base Information

• Chemical Name: 4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)-
• CAS No.: 102616-15-9
• Molecular Formula: C₃₀H₄₀O₄
• Molecular Weight: 464.645
• Mol file: 102616-15-9.mol

Synonyms:102616-15-9;4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)-

Chemical Property of 4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)-

Chemical Property:

• Vapor Pressure: 3.7E-12mmHg at 25°C
• Boiling Point: 550.3°Cat760mmHg
• Flash Point: 230°C
• Density: 1.027g/cm³
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 464.29265975
• Heavy Atom Count: 34
• Complexity: 599

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC=CC(C)C(C=CC(C)C(C(=O)OC)OCC1=CC=CC=C1)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@@H](/C=C/CC(C)C)[C@@H](/C=C/[C@H](C)[C@H](C(=O)OC)OCC1=CC=CC=C1)OCC2=CC=CC=C2

Technology Process of 4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)-

There total 11 articles about 4,8-Dodecadienoic acid, 3,7,11-trimethyl-2,6-bis(phenylmethoxy)-, methyl ester, (2R*,3S*,4E,6R*,7S*,8E)- 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:

Benzyloxyacetyl chloride (19810-31-2) → methyl (4E,8E)-(2S*,3R*,6R*,7R*)-2,6-bis(phenylmethoxy)-3,7,11-trimethyldodeca-4,8-dienoate (102616-15-9)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine

2: 1.) LDA, Me₃SiCl, 2.) LiAlH₄ / 1.) THF, from 78 deg C to O deg C

3: 98 percent / (COCl)2, DMSO

4: 85 percent / MgBr₂ / diethyl ether / -78 °C

5: pyridine

With pyridine; lithium aluminium tetrahydride; chloro-trimethyl-silane; oxalyl dichloride; dimethyl sulfoxide; magnesium bromide; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo00364a058

Reference yield:

(E)-(2R*,3R*)-3,7-dimethyl-2-(phenylmethoxy)oct-4-enal (102616-12-6) → methyl (4E,8E)-(2S*,3R*,6R*,7R*)-2,6-bis(phenylmethoxy)-3,7,11-trimethyldodeca-4,8-dienoate (102616-15-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / MgBr₂ / diethyl ether / -78 °C

2: pyridine

With pyridine; magnesium bromide; In diethyl ether;

DOI:10.1021/jo00364a058

Reference yield:

(Z)-2-methylhept-5-en-4-ol (phenylmethoxy)acetate (102616-10-4) → methyl (4E,8E)-(2S*,3R*,6R*,7R*)-2,6-bis(phenylmethoxy)-3,7,11-trimethyldodeca-4,8-dienoate (102616-15-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA, Me₃SiCl, 2.) LiAlH₄ / 1.) THF, from 78 deg C to O deg C

2: 98 percent / (COCl)2, DMSO

3: 85 percent / MgBr₂ / diethyl ether / -78 °C

4: pyridine

With pyridine; lithium aluminium tetrahydride; chloro-trimethyl-silane; oxalyl dichloride; dimethyl sulfoxide; magnesium bromide; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo00364a058

upstream raw materials:

diazomethane

(2E,7E)-(4R*,5R*,6R*)-6,10-dimethyl-5-(phenylmethoxy)undeca-2,7-dien-4-ol (phenylmethoxy)acetate

Benzyloxyacetyl chloride

(Z)-6-methyl-2-hepten-4-ol

Downstream raw materials:

(3R*,7R*)-3,7,11-trimethyldodecan-1-ol

(2S,3R,7R)-2-Hydroxy-3,7,11-trimethyl-dodecanoic acid methyl ester

methyl (2R*,3S*,6R*,7S*)-2,6-dihydroxy-3,7,11-trimethyldodecanoate