ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate

Base Information

• Chemical Name: ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate
• CAS No.: 1446558-34-4
• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.343
• Mol file: 1446558-34-4.mol

Synonyms:ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate

Chemical Property of ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate

There total 4 articles about ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate 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: 83.0%

benzoyl chloride (98-88-4) + ethyl exo-3-aminobicyclo<2.2.1>hept-5-ene-2-exo-carboxylate hydrochloride (104770-18-5,1242864-18-1) → ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate (1446558-34-4)

Guidance literature:

With sodium hydrogencarbonate; In toluene; at 0 ℃;

DOI:10.1002/ejoc.201403493

Reference yield: 75.0%

C10H15NO2*ClH (1446558-33-3,1242864-18-1) + benzoyl chloride (98-88-4) → ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate (1446558-34-4)

Guidance literature:

With sodium hydrogencarbonate; In toluene; at 0 ℃;

DOI:10.1002/chem.201203183

Reference yield:

diexo-3-Aza-4-oxotricyclo<4.2.1.02,5>non-7-ene (14735-70-7,14805-31-3,924272-78-6,670221-11-1) → ethyl (1S,2S,3R,4R)-3-benzamidobicyclo[2.2.1]hept-5-ene-2-carboxylate (1446558-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: water / 168 h / 70 °C / Enzymatic reaction

2: hydrogenchloride / 0 °C

3: sodium hydrogencarbonate / toluene / 0 °C

With hydrogenchloride; water; sodium hydrogencarbonate; In toluene;

DOI:10.1002/chem.201203183

upstream raw materials:

diexo-3-Aza-4-oxotricyclo<4.2.1.0^2,5>non-7-ene

(1R,2R,5S,6S)-3-azatricyclo[4.2.1.0^2,5]non-7-en-4-one

C₁₀H₁₅NO₂*ClH

benzoyl chloride

Downstream raw materials:

ethyl (1S,2R,3S,5R)-2-benzamido-3,5-diformylcyclopentanecarboxylate

ethyl (1S,2R,3R,5S)-2-benzoylamino-3,5-divinylcyclopentanecarboxylate

ethyl (1S,2R,3R,5S)-2-benzamido-3,5-di((E)-styryl)cyclopentanecarboxylate

ethyl (1S,2R,3S,5R)-2-benzoylamino-3,5-diethylcyclopentanecarboxylate