trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester

Base Information

• Chemical Name: trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester
• CAS No.: 1222136-50-6
• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.381
• Mol file: 1222136-50-6.mol

Synonyms:trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester

Chemical Property of trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester

There total 2 articles about trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl 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%

acrylic acid n-butyl ester (141-32-2,9003-49-0) + 3-(benzyloxy)-5-bromopyridine (130722-95-1) → trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester (1222136-50-6)

Guidance literature:

With phenyl carbamate; palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jm201157c

Reference yield:

3,5-dibromopyridine (625-92-3) → trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester (1222136-50-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice

1.2: 20 °C / Inert atmosphere

2.1: phenyl carbamate; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 4 h / 130 °C / Inert atmosphere

With phenyl carbamate; palladium diacetate; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; 2.1: Heck reaction;

DOI:10.1021/jm201157c

Reference yield: 90.0%

trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid n-butyl ester (1222136-50-6) → trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid (1222136-54-0)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 40 ℃; for 4h;

upstream raw materials:

acrylic acid n-butyl ester

3-(benzyloxy)-5-bromopyridine

3,5-dibromopyridine

Downstream raw materials:

trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid

trans-3-[5-(benzyloxy)-3-pyridyl]-N-methoxy-N-methylacrylamide

[(1S,2S)-2-(5-(benzyloxy)pyridin-3-yl)cyclopropyl]methanol

(1R,2R)-2-[5-(benzyloxy)-3-pyridyl]cyclopropylmethanol