Tetrahydro-1H-pyrrolizine-7A(5H)-acetic acid

Base Information

• Chemical Name: Tetrahydro-1H-pyrrolizine-7A(5H)-acetic acid
• CAS No.: 94794-30-6
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.22100
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60443338
• Nikkaji Number: J429.801B
• Mol file: 94794-30-6.mol

Synonyms:94794-30-6;TETRAHYDRO-1H-PYRROLIZINE-7A(5H)-ACETIC ACID;2-(Hexahydro-1H-pyrrolizin-7a-yl)acetic acid;2-(1,2,3,5,6,7-hexahydropyrrolizin-8-yl)acetic Acid;1H-Pyrrolizine-7a(5H)-acetic acid, tetrahydro-;2-(tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetic acid;SCHEMBL24761426;DTXSID60443338;MFCD10703528;AKOS022184243;PB20515;AS-50742;2-(Hexahydro-1H-pyrrolizin-7a-yl)aceticacid;CS-0057251;FT-0764634;(1-Azabicyclo[3.3.0]octan-5-yl)acetic acid;P10998;EN300-7420377;(Tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetic acid;A851118;F2147-3214

Chemical Property of Tetrahydro-1H-pyrrolizine-7A(5H)-acetic acid

Chemical Property:

• Melting Point: 192-194℃
• PSA: 40.54000
• Density: 1.19
• LogP: 1.02740
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

2-(Hexahydro-1H-pyrrolizin-7a-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCCN2C1)CC(=O)O
• Uses: 2-(Hexahydro-1H-pyrrolizin-7a-yl)acetic Acid is a reagent used in the preparation of new antiarrhythmic agents.

Technology Process of Tetrahydro-1H-pyrrolizine-7A(5H)-acetic acid

There total 4 articles about Tetrahydro-1H-pyrrolizine-7A(5H)-acetic acid 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: 66.0%

Δ1(8)-dehydropyrrolizidine (20463-30-3) + malonic acid (141-82-2) → 7a-carboxymethylhexahydro-1H-pyrrolizine (94794-30-6)

Guidance literature:

In 1,4-dioxane; for 14h; Heating;

DOI:10.1021/jm00383a005

Reference yield:

5-methoxycarbonylmethyl-1-azabicyclo<3.3.0>octane (78449-76-0) → 7a-carboxymethylhexahydro-1H-pyrrolizine (94794-30-6)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1248/cpb.46.1265

Reference yield:

1,7-dichloro-4-heptanone (40624-07-5) → 7a-carboxymethylhexahydro-1H-pyrrolizine (94794-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 54.9 percent / aq. NH₃ / hexane / 40 h / 15 °C

2: H₂SO₄ / Heating

3: NaOH / ethanol

With ammonium hydroxide; sodium hydroxide; sulfuric acid; In ethanol; hexane;

DOI:10.1248/cpb.46.1265

upstream raw materials:

Δ¹⁽⁸⁾-dehydropyrrolizidine

malonic acid

5-methoxycarbonylmethyl-1-azabicyclo<3.3.0>octane

1,7-dichloro-4-heptanone

Downstream raw materials:

pilsicainide

(Tetrahydro-pyrrolizin-7a-yl)-acetyl chloride

Refernces

• 1、 Miyano, Seiji,Sumoto, Kunihiro,Satoh, Fumio,Shima, Keiyu,Hayashimatsu, Mariko,et al.. "New Anthiarrythmic Agents. N-Aryl-8-pyrrolizidinealkanamides". . p. 714 - 717. Retrieved 2007/10/02.