8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI)

Base Information

• Chemical Name: 8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI)
• CAS No.: 172039-41-7
• Molecular Formula: C₉H₁₄N₂O₃
• Molecular Weight: 198.222
• Mol file: 172039-41-7.mol

Synonyms:8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI)

Chemical Property of 8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI)

Chemical Property:

• PSA: 83.63000
• LogP: 0.19150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI)

There total 8 articles about 8a(1H)-Indolizinecarboxylicacid,6-aminohexahydro-5-oxo-,(6R-cis)-(9CI) 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:

C19H31N3O7 → (R,R)-6-amino-5-oxoperhydro-8a-indolizinecarboxylic acid (172039-41-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In water;

DOI:10.1016/S0040-4039(00)75983-1

Reference yield:

(R)-2-allylpyrrolidine-2-carboxylic acid (121772-98-3) → (R,R)-6-amino-5-oxoperhydro-8a-indolizinecarboxylic acid (172039-41-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 96 percent / aq. NaOH / ethanol

2: 93 percent / conc. H₂SO₄ / CH₂Cl₂

3: 1.) O₃ / 1.) CH₂Cl₂, -78 deg C

4: 93 percent / H₂ / Pd/C

5: 79 percent / DMAP / toluene / Heating

6: LDA / tetrahydrofuran; hexane

7: TFA / CH₂Cl₂

8: H₂ / PtO₂ / H₂O

With sodium hydroxide; sulfuric acid; hydrogen; ozone; trifluoroacetic acid; lithium diisopropyl amide; dmap; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(00)75983-1

Reference yield:

(R)-N-(benzyloxycarbonyl)-2-(2'-propenyl)proline (121773-05-5) → (R,R)-6-amino-5-oxoperhydro-8a-indolizinecarboxylic acid (172039-41-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / conc. H₂SO₄ / CH₂Cl₂

2: 1.) O₃ / 1.) CH₂Cl₂, -78 deg C

3: 93 percent / H₂ / Pd/C

4: 79 percent / DMAP / toluene / Heating

5: LDA / tetrahydrofuran; hexane

6: TFA / CH₂Cl₂

7: H₂ / PtO₂ / H₂O

With sulfuric acid; hydrogen; ozone; trifluoroacetic acid; lithium diisopropyl amide; dmap; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(00)75983-1

upstream raw materials:

(R)-2-allylpyrrolidine-2-carboxylic acid

(R)-N-(benzyloxycarbonyl)-2-(2'-propenyl)proline

tert-butyl (6S)-2-oxo-1-azabicyclo<4.3.0>nonane-6-carboxylate

tert-butyl (R)-N-<(benzyloxy)carbonyl>-2-(prop-enyl)prolinate

Downstream raw materials:

(1R,7R)-5,8-diazatricyclo<5.2.2.0^1,5>undecane-6,9-dione