4-Methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate

Base Information

• Chemical Name: 4-Methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate
• CAS No.: 7234-32-4
• Molecular Formula: C10H18N2O3S
• Molecular Weight: 246.3265
• DSSTox Substance ID: DTXSID30413245
• Mol file: 7234-32-4.mol

Synonyms:7234-32-4;4-methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate;DTXSID30413245

Chemical Property of 4-Methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate

Chemical Property:

• Vapor Pressure: 1.14E-12mmHg at 25°C
• Boiling Point: 530.5°C at 760 mmHg
• Flash Point: 274.6°C
• Density: 1.232g/cm³
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 246.10381361
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)[O-])NC(=O)C1CCC[NH2+]1

Technology Process of 4-Methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate

There total 7 articles about 4-Methylsulfanyl-2-(pyrrolidin-1-ium-2-carbonylamino)butanoate 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: 68.0%

2,6-Dimethylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (129715-12-4) → (2,6-dimethyl-phenyl)-β-D-glucopyranoside (7234-32-4)

Guidance literature:

With sodium carbonate; In methanol; at 20 ℃;

DOI:10.1055/s-2003-42048

Reference yield: 42.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + 1-deoxy-1-fluoro-α-D-glucose (2106-10-7) → (2,6-dimethyl-phenyl)-β-D-glucopyranoside (7234-32-4)

Guidance literature:

With calcium hydroxide; In water; at 20 ℃; for 1h;

DOI:10.1038/s41557-018-0041-8

Reference yield:

1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (100432-86-8) → (2,6-dimethyl-phenyl)-β-D-glucopyranoside (7234-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / triflic anhydride; triethyl phosphite

2: 68 percent / aq. Na₂CO₃ / methanol / 20 °C

With trifluoromethylsulfonic anhydride; sodium carbonate; triethyl phosphite; In methanol;

DOI:10.1055/s-2003-42048

upstream raw materials:

2.6-dimethylphenol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2,6-Dimethylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose