butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate

Base Information

• Chemical Name: butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate
• CAS No.: 477775-14-7
• Molecular Formula: C23H29N3O4S2
• Molecular Weight: 475.62
• UNII: RC2V4W0EYC
• Nikkaji Number: J3.143.613C
• Wikidata: Q27076423
• NCI Thesaurus Code: C190483
• Pharos Ligand ID: 53NZX72GT75X
• ChEMBL ID: CHEMBL189568
• Mol file: 477775-14-7.mol

Synonyms:butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate;C-21;C-21 sodium;C21;C21 sodium;Compound 21;compound 21 sodium

Chemical Property of butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate

Chemical Property:

• PKA: 4.32±0.10(Predicted)
• Density: 1.27±0.1 g/cm3(Predicted)
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 475.15994876
• Heavy Atom Count: 32
• Complexity: 690

Purity/Quality:

99% ^*data from raw suppliers

AT2receptoragonistC21 99.24% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCOC(=O)NS(=O)(=O)C1=C(C=C(S1)CC(C)C)C2=CC=C(C=C2)CN3C=CN=C3
• Recent ClinicalTrials: Sensitivity of Angiotensin II Type II Receptors in Women Following Preeclampsia
• Recent EU Clinical Trials: A randomized, double-blind, placebo-controlled, parallel group, phase 3, multicenter trial investigating the efficacy and safety of C21 as add on to standard of care in adult subjects with COVID-19.

Technology Process of butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate

There total 8 articles about butyl (3-(4-((1H-imidazol-1-yl)methyl)phenyl)-5-isobutylthiophen-2-yl)sulfonylcarbamate 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:

carbonochloridic acid, butyl ester (592-34-7) + 3-[4-[(1H-imidazol-1-yl)methyl]phenyl]-5-isobutylthiophene-2-sulfonamide (477775-36-3) → MO 24 (477775-14-7)

Guidance literature:

With pyridine; 2-pyrrolidinopyridine; at 20 ℃;

DOI:10.1021/jm049715t

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → MO 24 (477775-14-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / dimethylsulfoxide / 2 h

1.2: 64 percent / dimethylsulfoxide / 1 h

2.1: 75 percent / aq. Na₂CO₃; Pd(PPh₃)4 / ethanol; toluene / 0.08 h / 150 °C / microwave irradiation

3.1: anisole; TFA

4.1: 57.8 mg / pyridine; pyrrolidinopyridine / 20 °C

With pyridine; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-pyrrolidinopyridine; sodium carbonate; methoxybenzene; trifluoroacetic acid; In ethanol; dimethyl sulfoxide; toluene; 2.1: Suzuki coupling;

DOI:10.1021/jm049715t

Reference yield:

3-[4-[(1H-imidazol-1-yl)methyl]phenyl]-5-isobutylthiophene-2-sulfonyl azide + 11C-carbon monooxide (10456-04-9) + butan-1-ol (71-36-3) → MO 24 (477775-14-7)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triphenylphosphine; In tetrahydrofuran; at 120 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/open.201600091

upstream raw materials:

carbonochloridic acid, butyl ester

3-[4-[(1H-imidazol-1-yl)methyl]phenyl]-5-isobutylthiophene-2-sulfonamide

1-bromo-4-(imidazol-1-ylmethyl)benzene

1-bromomethyl-4-bromobenzene

Refernces

• 1、 Stevens, Marc Y.,Chow, Shiao Y.,Estrada, Sergio,Eriksson, Jonas,Asplund, Veronika,Orlova, Anna,Mitran, Bogdan,Antoni, Gunnar,Larhed, Mats,?berg, Ola,Odell, Luke R.. "Synthesis of 11C-labeled Sulfonyl Carbamates through a Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, and [11C]CO". . p. 566 - 573. Retrieved 2016/12/22.