2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine

Base Information

• Chemical Name: 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine
• CAS No.: 135733-68-5
• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 300.401
• Mol file: 135733-68-5.mol

Synonyms:2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine

Chemical Property of 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine

There total 10 articles about 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine 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: 70.0%

2,3,5,7a-tetrahydro-6-(hydroxymethyl)-5-phenyl-1H-pyrrolizine (135733-63-0) + Isopropyl isocyanate (1795-48-8) → 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine (135733-68-5)

Guidance literature:

With dibutyltin diacetate; In dichloromethane; for 1.5h;

DOI:10.1021/jo00022a047

Reference yield:

2-bromophenylacetic acid (4870-65-9,31302-84-8) → 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine (135733-68-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / thionyl chloride / 48 h / Heating

2: 46 percent / triethylamine / diethyl ether / 1 h / 5 °C

3: trifluoroacetic acid / diethyl ether; H₂O / 1 h / 25 °C

4: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 25 °C

5: triethylamine / CH₂Cl₂; tetrahydrofuran / 1 h / Ambient temperature

6: 1) NaH, 2) 5percent aq. HCl / 1) THF, mineral oil, reflux, 45 min

7: 70 percent / di-n-butyltin diacetate / CH₂Cl₂ / 1.5 h

With hydrogenchloride; thionyl chloride; dibutyltin diacetate; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1021/jo00022a047

Reference yield:

bromo(phenyl)acetyl chloride (19078-72-9) → 2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine (135733-68-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 46 percent / triethylamine / diethyl ether / 1 h / 5 °C

2: trifluoroacetic acid / diethyl ether; H₂O / 1 h / 25 °C

3: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 25 °C

4: triethylamine / CH₂Cl₂; tetrahydrofuran / 1 h / Ambient temperature

5: 1) NaH, 2) 5percent aq. HCl / 1) THF, mineral oil, reflux, 45 min

6: 70 percent / di-n-butyltin diacetate / CH₂Cl₂ / 1.5 h

With hydrogenchloride; dibutyltin diacetate; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1021/jo00022a047

upstream raw materials:

2,3,5,7a-tetrahydro-6-(hydroxymethyl)-5-phenyl-1H-pyrrolizine

Isopropyl isocyanate

2-bromophenylacetic acid

bromo(phenyl)acetyl chloride