2-Pentenoic acid, 5-(phenylmethoxy)-, methyl ester, (E)-

Base Information

• Chemical Name: 2-Pentenoic acid, 5-(phenylmethoxy)-, methyl ester, (E)-
• CAS No.: 128217-53-8
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol file: 128217-53-8.mol

Synonyms:

Chemical Property of 2-Pentenoic acid, 5-(phenylmethoxy)-, methyl ester, (E)-

Chemical Property:

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Pentenoic acid, 5-(phenylmethoxy)-, methyl ester, (E)-

There total 12 articles about 2-Pentenoic acid, 5-(phenylmethoxy)-, methyl ester, (E)- 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: 90.0%

3-Benzyloxypropanal (19790-60-4) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (E,Z)-methyl 5-(benzyloxy)-2-pentenoate (128217-53-8)

Guidance literature:

In tetrahydrofuran; for 3h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.10.097

Reference yield: 81.0%

3-Benzyloxypropanal (19790-60-4) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → 5-benzyloxy-2(E)-pentenoic acid methyl ester (128217-53-8)

Guidance literature:

In dichloromethane; for 5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80467-1

Reference yield:

benzyl bromide (100-39-0) → 5-benzyloxy-2(E)-pentenoic acid methyl ester (128217-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NaH; tetra-n-butylammonium iodide / tetrahydrofuran / 20 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.42 h / -50 - 20 °C

3: 11.28 g / CH₂Cl₂

With oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b410092a

upstream raw materials:

Methyl diethylphosphonoacetate

3-Benzyloxypropanal

methyl (triphenylphosphoranylidene)acetate

benzyl bromide

Downstream raw materials:

5-benzyloxy-2-(E)-pentenocarboxylic acid

(E)-5-(benzyloxy)pent-2-en-1-ol

3-(2-Benzyloxy-ethyl)-pentanedioic acid dimethyl ester

(3R,5R)-5-((R)-3-Benzyloxy-1-triisopropylsilanyloxy-propyl)-3-methyl-dihydro-furan-2-one