(1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide]

Base Information

• Chemical Name: (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide]
• CAS No.: 198223-93-7
• Molecular Formula: C₂₅H₂₈N₂O₄
• Molecular Weight: 420.508
• Mol file: 198223-93-7.mol

Synonyms:(1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide]

Chemical Property of (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide]

There total 4 articles about (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide] 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:

(1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid (70190-87-3) → (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide] (198223-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methyl morpholine / tetrahydrofuran / 1 h / -78 °C

2: tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1016/S0957-4166(97)00323-6

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide] (198223-93-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₂AlCl / 1.) toluene, -78 deg C, 20 min, 2.) toluene, a) -78 deg C, 4 h, b) RT, overnight

2: 46 percent / aq. NaOH / ethanol / 12 h / Heating

3: N-methyl morpholine / tetrahydrofuran / 1 h / -78 °C

4: tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; diethylaluminium chloride; In tetrahydrofuran; ethanol;

DOI:10.1016/S0957-4166(97)00323-6

Reference yield:

bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) (1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (109005-04-1) → (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid bis-[((S)-2-hydroxy-1-phenyl-ethyl)-amide] (198223-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / aq. NaOH / ethanol / 12 h / Heating

2: N-methyl morpholine / tetrahydrofuran / 1 h / -78 °C

3: tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1016/S0957-4166(97)00323-6

upstream raw materials:

(2S)-2-phenylglycinol

(1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

cyclopenta-1,3-diene

bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) (1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate