(2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene

Base Information

• Chemical Name: (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene
• CAS No.: 105243-29-6
• Molecular Formula: C₂₆H₃₉NO₂
• Molecular Weight: 397.601
• Mol file: 105243-29-6.mol

Synonyms:(2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene

Chemical Property of (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene

There total 4 articles about (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene 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: 15.6%

C24H47Al (100924-00-3) + (R)-4-formyl-2-phenyl-1,3-oxazolin-2-ene (105243-21-8) → (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene (105243-29-6) + (2'E,6'E,4R,1'S)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene (105243-28-5)

Guidance literature:

C₂₄H₄₇Al; (R)-4-formyl-2-phenyl-1,3-oxazolin-2-ene; In diethyl ether; at 0 - 20 ℃; for 2h;

With Rochelle's salt; In diethyl ether;

Reference yield:

(R)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (105308-52-9) → (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene (105243-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.2 g / DIBAL-H / hexane; toluene / 2 h / -70 °C

2: 1.) n-hexane, 50 deg C, 2 h; 2.) n-hexane, ether, 0-5 deg C; rt, 2 h

With diisobutylaluminium hydride; In hexane; toluene;

Reference yield:

benzimidic acid ethyl ester (825-60-5) → (2'E,6'E,4R,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene (105243-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 75.3 percent / CH₂Cl₂; H₂O / 24 h / Ambient temperature

2: 1.2 g / DIBAL-H / hexane; toluene / 2 h / -70 °C

3: 1.) n-hexane, 50 deg C, 2 h; 2.) n-hexane, ether, 0-5 deg C; rt, 2 h

With diisobutylaluminium hydride; In hexane; dichloromethane; water; toluene;

upstream raw materials:

(E)-6-methyl-pentadec-5-en-1-yne

(R)-4-formyl-2-phenyl-1,3-oxazolin-2-ene

(R)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

benzimidic acid ethyl ester

Downstream raw materials:

(4E,8E,2R,3R,2'R)-N-2'-acetoxyhexadecanoyl-1-O-benzoyl-9-methyl-4,8-sphingadienine

(4E,8E,2R,3R,2'S)-N-2'-acetoxyhexadecanoyl-1-O-benzoyl-9-methyl-4,8-sphingadienine