(3R)-(+)-3-Acetamidopyrrolidine

Base Information

• Chemical Name: (3R)-(+)-3-Acetamidopyrrolidine
• CAS No.: 131900-62-4
• Molecular Formula: C6H12N2O
• Molecular Weight: 128.174
• Hs Code.: 2933990090
• European Community (EC) Number: 631-347-1
• DSSTox Substance ID: DTXSID60426803
• Nikkaji Number: J254.872K
• Wikidata: Q72434150
• Mol file: 131900-62-4.mol

Synonyms:131900-62-4;(3R)-(+)-3-Acetamidopyrrolidine;(R)-N-(pyrrolidin-3-yl)acetamide;N-[(3R)-pyrrolidin-3-yl]acetamide;(R)-3-Acetamidopyrrolidine;Acetamide, N-(3R)-3-pyrrolidinyl-;(3R)-(-)-3-Acetamidopyrrolidine;N-(3-Pyrrolidinyl)acetamide #;SCHEMBL39918;(R)-N-pyrrolidin-3-ylacetamide;DTXSID60426803;(3R)-3-ACETAMIDOPYRROLIDINE;MFCD00082729;[R,(+)]-3-(Acetylamino)pyrrolidine;AKOS015897786;AC-6725;DS-15659;A1169;CS-0048830;(R)-3-ACETAMIDOPYRROLIDINE

Chemical Property of (3R)-(+)-3-Acetamidopyrrolidine

Chemical Property:

• Melting Point: 59 °C
• Refractive Index: 47 ° (C=1, EtOH)
• Boiling Point: 306.8 °C at 760 mmHg
• PKA: 15.94±0.20(Predicted)
• Flash Point: 150.8 °C
• PSA: 41.13000
• Density: 1.04 g/cm³
• LogP: 0.20410
• Storage Temp.: Refrigerator
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.094963011
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98% ^*data from raw suppliers

N-(3R)-3-PyrrolidinylacetamideHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCNC1
• Isomeric SMILES: CC(=O)N[C@@H]1CCNC1

Technology Process of (3R)-(+)-3-Acetamidopyrrolidine

There total 1 articles about (3R)-(+)-3-Acetamidopyrrolidine 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:

acetic anhydride (108-24-7) + (3S)-3-azido-1-(phenylmethyl)pyrrolidine (114636-29-2) → N-[(3R)-3-pyrrolidinyl]acetamide (131900-62-4) + (S)-N-(pyrrolidin-3-yl)acetamide (114636-31-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jm00403a017

Reference yield: 95.0%

2,4-dichloro-7-(3,4-dimethoxyphenyl)-6-methylthieno[3,2-d]pyrimidine + N-[(3R)-3-pyrrolidinyl]acetamide (131900-62-4) → (R) -N- {1-[2-chloro-7-(3,4-dimethoxyphenyl)-6-methylthieno[3,2-d]pyrimidin-4-yl]pyrrolidin-3-yl}acetamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80 ℃;

DOI:10.1021/acs.jmedchem.0c00278

Reference yield: 92.0%

(3R,4S)-4-(4-bromophenyl)-1-(2-fluoro-6-methylbenzyl)-N,N-dimethylpyrrolidin-3-amine + N-[(3R)-3-pyrrolidinyl]acetamide (131900-62-4) → C26H35FN4O

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; XPhos; In 1,4-dioxane; at 100 ℃; for 8h; under 1034.32 Torr; Inert atmosphere; Sealed tube;

DOI:10.1021/acsmedchemlett.7b00054

upstream raw materials:

acetic anhydride

(3S)-3-azido-1-(phenylmethyl)pyrrolidine

Downstream raw materials:

(R)-N-[1-(4-nitrophenyl)-pyrrolidin-3-yl]-acetamide

methyl [6-[5-((R)-3-acetylamino-pyrrolidin-1-yl)-2-trifluoromethyl-phenyl]-4-(3,5-dimethyl-phenyl)-7-oxo-2,3,6,7-tetrahydro-pyrrolo[2,3-d]pyridazin-1-yl]-acetate

Refernces