Salbutamol Acetonide

Base Information

• Chemical Name: Salbutamol Acetonide
• CAS No.: 54208-72-9
• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.379
• DSSTox Substance ID: DTXSID801135858
• Mol file: 54208-72-9.mol

Synonyms:Salbutamol Acetonide;54208-72-9;2-(tert-butylamino)-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol;2-(tert-butylamino)-1-(2,2-dimethyl-2,4-dihydro-1,3-benzodioxin-6-yl)ethan-1-ol;SCHEMBL3030894;DTXSID801135858;alpha-[[(1,1-Dimethylethyl)amino]methyl]-2,2-dimethyl-4H-1,3-benzodioxin-6-methanol;?-[[(1,1-Dimethylethyl)amino]methyl]-2,2-dimethyl-4H-1,3-benzodioxin-6-methanol (Salbutamol Acetonide);alpha-[[(1,1-Dimethylethyl)amino]methyl]-2,2-dimethyl-4H-1,3-benzodioxin-6-methanol (Salbutamol Acetonide);2-(tert-Butylamino)-1-(2,2-dimethyl-1,3-benzodioxin-6-yl)ethanol

Chemical Property of Salbutamol Acetonide

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 279.18344366
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

98% ^*data from raw suppliers

SalbutamolAcetonide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OCC2=C(O1)C=CC(=C2)C(CNC(C)(C)C)O)C
• Uses: Salbutamol Acetonide is a Salbutamol (A514500) derivative. It has higher lipophilicity than Salbutamol, which allows an increase of the incorporation efficiency into solid lipid microparticles (SLMs) drug carrier system.

Technology Process of Salbutamol Acetonide

There total 11 articles about Salbutamol Acetonide 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: 96.0%

C16H23NO3 → 2-(tert-butylamino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanol (54208-72-9)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 96.0%

Salbutamol (18559-94-9,34271-50-6) + acetone (67-64-1) → 2-(tert-butylamino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanol (54208-72-9)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 1h;

DOI:10.1016/S0957-4166(99)00209-8

Reference yield: 80.0%

1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone aldehyde + tert-butylamine (75-64-9) → 2-(tert-butylamino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanol (54208-72-9)

Guidance literature:

1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone aldehyde; tert-butylamine; In ethanol; at 0 - 80 ℃;

With sodium tetrahydroborate; ethanol; at 0 - 20 ℃;

upstream raw materials:

Salbutamol

acetone

(R)-2-(N-tert-butylamino)-1-(2,2-dimethyl-4H-benzo[3,4-e]1,3-dioxin-6-yl)ethanol

2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone

Downstream raw materials:

C₁₆H₂₅NO₃*C₂₀H₁₈O₈

(+/-)-salbutamol hydrochloride

Salbutamol

C₁₆H₂₅NO₃*C₂₀H₁₈O₈

Refernces

• 1、 -. "Preparation method of free racemic albuterol". Paragraph 0049. . Retrieved 2018/12/13.
• 2、 -. "SUBSTITUTED PHENYLPHOSPHATES AS MUTUAL PRODRUGS OF STEROIDS AND β -AGONISTS FOR THE TREATMENT OF PULMONARY INFLAMMATION AND BRONCHOCONSTRICTION". Page/Page column 33-34. . Retrieved 2008/06/13.