tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate

Base Information

• Chemical Name: tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate
• CAS No.: 159675-81-7
• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.43
• Mol file: 159675-81-7.mol

Synonyms:tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate

Chemical Property of tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate

There total 1 articles about tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate 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:

tert-butyl α-(diethoxyphosphinyl)propionate (31460-03-4) + benzyl 4-formylbenzoate (78767-55-2) → tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate (159675-81-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/jm00014a003

Reference yield: 84.0%

tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate (159675-81-7) → p-Benzyloxycarbonyl-α-methylcinnamic acid (159675-82-8)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); for 2h;

DOI:10.1021/jm00022a017

Reference yield:

tert-butyl 4-(benzyloxycarbonyl)-α-methylcinnamate (159675-81-7) → 4-{(E)-2-[Allyl-(3-ethoxycarbonyl-propyl)-carbamoyl]-propenyl}-benzoic acid (1026597-79-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / trifluoroacetic acid / various solvent(s) / 2 h

2: thionyl chloride / 1 h / Heating

3: pyridine / CH₂Cl₂ / 2 h / 25 °C

4: methanesulfonic acid / various solvent(s) / 2 h

With pyridine; thionyl chloride; methanesulfonic acid; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00022a017

upstream raw materials:

tert-butyl α-(diethoxyphosphinyl)propionate

benzyl 4-formylbenzoate

Downstream raw materials:

p-Benzyloxycarbonyl-α-methylcinnamic acid

4-[(E)-2-(3-Ethoxycarbonyl-propylcarbamoyl)-propenyl]-benzoic acid

4-{(E)-2-[Allyl-(2-ethoxycarbonyl-ethyl)-carbamoyl]-propenyl}-benzoic acid

4-{(E)-2-[Allyl-(3-ethoxycarbonyl-propyl)-carbamoyl]-propenyl}-benzoic acid