(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester

Base Information

• Chemical Name: (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester
• CAS No.: 220554-70-1
• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.333
• Mol file: 220554-70-1.mol

Synonyms:(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester

Chemical Property of (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester

There total 18 articles about (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester 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: 93.0%

methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methyl-8-phenyl-octa-2(E),7(E)-dienoate (218269-05-7) → (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester (220554-70-1)

Guidance literature:

With hydrogen fluoride; In water; acetonitrile; Ambient temperature;

DOI:10.1021/jo9815958

Reference yield: 42.0%

iodobenzene (591-50-4) + methyl (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)octa-2,7-dienoate (1378873-12-1) → (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester (220554-70-1)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,2-dimethoxyethane; water; at 85 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c2cc32417b

Reference yield: 31.0%

iodobenzene (591-50-4) + methyl (5S,6R,E)-5-hydroxy-6-methylocta-2,7-dienoate → (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester (220554-70-1)

Guidance literature:

With palladium diacetate; triethylamine; In acetonitrile; at 85 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c2cc32417b

upstream raw materials:

methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methyl-8-phenyl-octa-2(E),7(E)-dienoate

trimethyl phosphonoacetate

(E)-(3S,4R)-3-Hydroxy-4-methyl-6-phenyl-hex-5-enal

benzaldehyde dimethyl acetal

Downstream raw materials:

(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester

(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid

(S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

(R)-2-[(2E,7E)-(5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-octa-2,7-dienoylamino]-3-(4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester