1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester,

Base Information

• Chemical Name: 1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester,
• CAS No.: 375792-69-1
• Molecular Formula: C₉H₁₄N₂O₃
• Molecular Weight: 198.222
• Mol file: 375792-69-1.mol

Synonyms:1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester,

Chemical Property of 1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester,

Chemical Property:

• PSA: 72.63000
• LogP: -0.11020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester,

There total 12 articles about 1H-Pyrrolizine-7a(5H)-carboxylicacid,2-aminotetrahydro-3-oxo-,methylester, 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:

methyl (2R,7aR)-3-oxo-2-{[(1R)-1-phenylethyl]amino}tetrahydro-1H-pyrrolizine-7a(5H)-carboxylate (847154-86-3) → methyl (2R,7aR)-2-amino-3-oxotetrahydro-1H-pyrrolizine-7a(5H)-carboxylate (375792-69-1,375792-70-4,423177-93-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 20h; under 26600 Torr;

DOI:10.1021/jo0487653

Reference yield:

5-(methoxycarbonyl)-3,4-dihydro-2H-pyrrole 1-oxide (113123-23-2) → methyl (2R,7aR)-2-amino-3-oxotetrahydro-1H-pyrrolizine-7a(5H)-carboxylate (375792-69-1,375792-70-4,423177-93-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 42 percent / H₂O / 14 h / 60 °C

2: 96 percent / acetic acid; H₂ / Pd(OH)2/C / methanol / 12 h / 20 °C / atmospheric pressure

3: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: CH₂Cl₂ / 0.5 h / 0 °C

5: H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C / 26600 Torr

With pyridine; hydrogen; acetic acid; palladium dihydroxide; In methanol; dichloromethane; water;

DOI:10.1021/jo0487653

Reference yield:

methyl (2RS,7aSR)-2-hydroxy-3-oxotetrahydro-1H-pyrrolizine-7a(5H)-carboxylate → methyl (2R,7aR)-2-amino-3-oxotetrahydro-1H-pyrrolizine-7a(5H)-carboxylate (375792-69-1,375792-70-4,423177-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: CH₂Cl₂ / 0.5 h / 0 °C

3: H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C / 26600 Torr

With pyridine; hydrogen; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/jo0487653

upstream raw materials:

methyl (2R,7aR)-3-oxo-2-{[(1R)-1-phenylethyl]amino}tetrahydro-1H-pyrrolizine-7a(5H)-carboxylate

5-(methoxycarbonyl)-3,4-dihydro-2H-pyrrole 1-oxide

Refernces

• 1、 Cordero,Valenza,Machetti,Brandi. "Design and synthesis of a new bicyclic dipeptide isostere". . p. 1590 - 1591. Retrieved 2007/10/03.