5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol

Base Information

• Chemical Name: 5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol
• CAS No.: 112935-92-9
• Molecular Formula: C14H20N2O6
• Molecular Weight: 312.31800
• UNII: W5W7RF5AQF
• DSSTox Substance ID: DTXSID40552836
• Mol file: 112935-92-9.mol

Synonyms:112935-92-9;5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol;[3-(1,2-dihydroxyethyl)-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate;5-(1,2-Dihydroxyethyl)-1,3-phenylene bis(dimethylcarbamate);W5W7RF5AQF;DTXSID40552836;BAMBUTEROL HYDROCHLORIDE IMPURITY B [EP IMPURITY];5-[(1RS)-1,2-dihydroxyethyl]-1,3-phenylene bis(dimethylcarbamate);Carbamic acid, dimethyl-, 5-(1,2-dihydroxyethyl)-1,3-phenylene ester

Chemical Property of 5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol

Chemical Property:

• Boiling Point: 490.8±45.0 °C(Predicted)
• PKA: 13.31±0.20(Predicted)
• PSA: 99.54000
• Density: 1.297±0.06 g/cm3(Predicted)
• LogP: 0.83310
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 312.13213636
• Heavy Atom Count: 22
• Complexity: 358

Purity/Quality:

99.90% ^*data from raw suppliers

5-Des[2-(tert-butylamino)]Bambuterol-5-ethylenediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)OC1=CC(=CC(=C1)C(CO)O)OC(=O)N(C)C
• Uses: Bambuterol (B117500) impurity.

Technology Process of 5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol

There total 2 articles about 5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol 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: 87.0%

5-(2-oxoacetyl)-1,3-phenylene-N,N-dimethylcarbamate → 5-(1,2-dihydroxyethyl)-1,3-phenylene-N,N-dimethyl carbamate (112935-92-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 5h; Inert atmosphere; Cooling with ice;

Reference yield:

3,5-dihydroxyacetophenone (51863-60-6) → 5-(1,2-dihydroxyethyl)-1,3-phenylene-N,N-dimethyl carbamate (112935-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C

2: selenium(IV) oxide / 1,4-dioxane; water / 10 h / Reflux

3: sodium tetrahydroborate / ethanol / 5 h / 20 °C / Inert atmosphere; Cooling with ice

With selenium(IV) oxide; sodium tetrahydroborate; potassium carbonate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

3,5-dihydroxyacetophenone

Refernces