N-Methyl-3-pyrrolidinyl Cyclopentylmandelate

Base Information

• Chemical Name: N-Methyl-3-pyrrolidinyl Cyclopentylmandelate
• CAS No.: 13118-11-1
• Molecular Formula: C18H25 N O3
• Molecular Weight: 303.401
• Hs Code.: 2933990090
• European Community (EC) Number: 236-047-0
• UNII: 79E4GF757C
• DSSTox Substance ID: DTXSID90927111
• Nikkaji Number: J317.816A
• Wikidata: Q27266750
• ChEMBL ID: CHEMBL2007691
• Mol file: 13118-11-1.mol

Synonyms:13118-11-1;N-Methyl-3-pyrrolidinyl Cyclopentylmandelate;1-Methylpyrrolidin-3-yl 2-cyclopentyl-2-hydroxy-2-phenylacetate;(1-methylpyrrolidin-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate;EINECS 236-047-0;UNII-79E4GF757C;79E4GF757C;1-Methylpyrrolidin-3-yl cyclopentylphenylglycolate;NSC172251;GLYCOPYRROLATE BASE;SCHEMBL418425;CHEMBL2007691;DTXSID90927111;AKOS023249344;AT16211;AS-80185;NCI60_001390;FT-0672130;A905204;Q27266750;1-methyl-3-pyrrolidinyl cyclopentyl(hydroxy)phenylacetate;1-methylpyrrolidin-3-yl cyclopentyl(hydroxy)phenylacetate;3[(cyclopentylhydroxyphenyl-acetyl)oxy]-1-methylpyrrolidine;1-Methylpyrrolidin-3-yl2-cyclopentyl-2-hydroxy-2-phenylacetate;cyclopentyl-hydroxy-phenyl-acetic acid 1-methyl-pyrrolidin-3yl-ester;1-METHYLPYRROLIDIN-3-YL-2-CYCLOPENTYL-2-HYDROXY-2-PHENYLACETATE;Cyclopentyl-hydroxy-phenyl-acetic acid 1-methyl-pyrrolidin-3-yl ester;MANDELIC ACID, .ALPHA.-CYCLOPENTYL-, 1-METHYL-3-PYRROLIDINYL ESTER;alpha-Cyclopentyl-alpha-hydroxybenzeneacetic acid 1-methylpyrrolidin-3-yl ester;Benzeneacetic acid, alpha-cyclopentyl-alpha-hydroxy-, 1-methyl-3-pyrrolidinyl ester;alpha-Cyclopentyl-alpha-hydroxy-benzeneacetic Acid 1-Methyl-3-pyrrolidinyl Ester;alpha-Cyclopentyl-mandelic Acid 1-Methyl-3-pyrrolidinyl Ester

Chemical Property of N-Methyl-3-pyrrolidinyl Cyclopentylmandelate

Chemical Property:

• Refractive Index: 1.5256 (589.3 nm 23℃)
• Boiling Point: 434.6°Cat760mmHg
• PKA: 12.19±0.29(Predicted)
• Flash Point: 216.7°C
• PSA: 49.77000
• Density: 1.17g/cm³
• LogP: 2.24960
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 303.18344366
• Heavy Atom Count: 22
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-3-pyrrolidinylCyclopentylmandelate(mixtureofdiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(C1)OC(=O)C(C2CCCC2)(C3=CC=CC=C3)O
• Uses: Glycopyrrolate impurity.

Technology Process of N-Methyl-3-pyrrolidinyl Cyclopentylmandelate

There total 23 articles about N-Methyl-3-pyrrolidinyl Cyclopentylmandelate 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: 72.0%

1-methyl-3-pyrrolidinol (13220-33-2,99445-21-3) + 2-Cyclopentyl-2-hydroxy-2-phenylacetic acid methyl ester (19833-96-6) → 3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine (13118-11-1)

Guidance literature:

With sodium; In n-heptane; for 3h;

Reference yield: 71.0%

1-methyl-3-pyrrolidinol (13220-33-2,99445-21-3) + 2-cyclopentyl-2-hydroxy-2-phenylacetic acid (427-49-6) → 3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine (13118-11-1)

Guidance literature:

2-cyclopentyl-2-hydroxy-2-phenylacetic acid; With 1,1'-carbonyldiimidazole; In toluene; at 20 ℃; for 0.5h;

1-methyl-3-pyrrolidinol; In toluene; at 20 ℃;

DOI:10.1002/cmdc.201700189

Reference yield:

C25H31NO3 → 3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine (13118-11-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 25 ℃; for 3h;

upstream raw materials:

1-methyl-3-pyrrolidinol

2-Cyclopentyl-2-hydroxy-2-phenylacetic acid methyl ester

2-cyclopentyl-2-hydroxy-2-phenylacetic acid

1,1'-carbonyldiimidazole

Downstream raw materials:

(3RS)-3-[(2SR)-(2-cyclopentyl-2-hydroxy-2-phenylacetyl)oxy]-1, 1-dimethylpyrrolidinium bromide

(3RS,2'RS)-3-[(cyclopentyl-hydroxyphenylacetyl)-oxy]-1,1-dimethylpyrrolidinium bromide

[(cyclopentyl-hydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium chloride

[(cyclopentyl-hydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium chloride

Refernces

• 1、 -. "Substitutes of glycopyrronium bromide as well as preparation method and medical application thereof". Paragraph 0020; 0032-0033; 0039-0040. . Retrieved 2020/07/14.
• 2、 -. "A preparation method of the glycopyrrolate". . . Retrieved 2018/04/26.