2,2-Dimethyl-1,3-dioxan-5-amine

Base Information

• Chemical Name: 2,2-Dimethyl-1,3-dioxan-5-amine
• CAS No.: 40137-24-4
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• European Community (EC) Number: 832-575-6
• DSSTox Substance ID: DTXSID90472030
• Nikkaji Number: J1.046.838H
• Wikidata: Q82300780
• Mol file: 40137-24-4.mol

Synonyms:2,2-dimethyl-1,3-dioxan-5-amine;40137-24-4;(2,2-dimethyl-1,3-dioxan-5-yl)amine;MFCD09056824;1,3-Dioxan-5-amine, 2,2-dimethyl-;SCHEMBL177443;DTXSID90472030;ADLFBRNPQMLXTQ-UHFFFAOYSA-N;2,2-dimethyl-5-amino-1,3-dioxane;2,2-dimethyl-1,3-dioxan-5-ylamine;AKOS006329859;2,2-dimethyl-[1,3]dioxan-5-ylamine;DS-3438;MB07021;SY113706;CS-0135339;C75033;EN300-135170;2,2-Dimethyl-1,3-dioxan-5-amine (with DMSO);A858265

Chemical Property of 2,2-Dimethyl-1,3-dioxan-5-amine

Chemical Property:

• Boiling Point: 169.0±35.0 °C(Predicted)
• PKA: 7.02±0.40(Predicted)
• PSA: 44.48000
• Density: 0.975±0.06 g/cm3(Predicted)
• LogP: 0.79690
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 93.2

Purity/Quality:

97% ^*data from raw suppliers

2,2-Dimethyl-1,3-dioxan-5-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(CO1)N)C
• Uses: 2,2-Dimethyl-1,3-dioxan-5-amine is used as a reactant in the preparation of 5-phenylamino-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione series of MEK inhibitors, and discovery of TAK-733, a potent and selective MEK allosteric site inhibitor and treatment of cancer.

Technology Process of 2,2-Dimethyl-1,3-dioxan-5-amine

There total 5 articles about 2,2-Dimethyl-1,3-dioxan-5-amine 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: 74.0%

2,2-dimethyl-5-nitro-1,3-dioxane (4064-87-3) → 5-amino-2,2-di-methyl-1,3-dioxane (40137-24-4)

Guidance literature:

With iron; ammonium chloride; In ethanol; for 2h; Heating;

DOI:10.1248/cpb.44.2205

Reference yield:

2-Methoxypropene (116-11-0) + serinol (534-03-2) → 5-amino-2,2-di-methyl-1,3-dioxane (40137-24-4)

Guidance literature:

2-Methoxypropene; serinol; With (1S)-10-camphorsulfonic acid; (R)-10-camphorsulfonic acid; In dichloromethane; at 0 - 20 ℃; for 18.5833h;

With sodium hydroxide; water; In dichloromethane;

Reference yield:

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane (4728-14-7) → 5-amino-2,2-di-methyl-1,3-dioxane (40137-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / 1 h / 60 °C

2: NH₄HCOO / Pd/C / methanol / 3 h

With sodium hydroxide; ammonium formate; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(98)02696-3

upstream raw materials:

2,2-dimethyl-5-nitro-1,3-dioxane

2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane

2-Methoxypropene

serinol

Downstream raw materials:

N-(2,2-dimethyl-1,3-dioxan-5-yl)-2-nitrophenylacetamide

2-acetylamino-N-(2,2-dimethyl-1,3-dioxan-5-yl)phenylacetamide

2-amino-N-(2,2-dimethyl-1,3-dioxan-5-yl)phenylacetamide

3-(2,2-Dimethyl-[1,3]dioxan-5-ylcarbamoyl)-indazole-1-carboxylic acid benzyl ester