2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium

Base Information

• Chemical Name: 2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium
• CAS No.: 125995-13-3
• Molecular Formula: C₁₄H₂₇NO₄
• Molecular Weight: 273.373
• Hs Code.: 29153900
• DSSTox Substance ID: DTXSID40925344
• Wikidata: Q72510745
• Mol file: 125995-13-3.mol

Synonyms:DTXSID40925344;2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium

Chemical Property of 2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium

Chemical Property:

• Appearance/Colour: Light yellowish oily liquid
• Vapor Pressure: 8.94E-05mmHg at 25°C
• Refractive Index: 1.454-1.456
• Boiling Point: 339.8 °C at 760 mmHg
• PKA: 9.80±0.10(Predicted)
• Flash Point: 96.8 °C
• PSA: 70.78000
• Density: 0.992 g/cm³
• LogP: 2.67750
• Storage Temp.: Refrigerator
• Solubility.: soluble in Chloroform
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 274.20183337
• Heavy Atom Count: 19
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

(4R,cis)-1,1-Dimethylethyl-6-aminoethyl-2,2-dimethyl-1,3-dioxane-4-acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC(CC(O1)CC(=O)OC(C)(C)C)CC[NH3+])C
• Isomeric SMILES: CC1(O[C@@H](C[C@@H](O1)CC(=O)OC(C)(C)C)CC[NH3+])C
• Uses: An impurity of Atorvastatin (A791750). (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate is an useful synthetic intermediate.

Technology Process of 2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium

There total 45 articles about 2-[6-(2-tert-Butoxy-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]ethan-1-aminium 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: 100.0%

2-((4R, 6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid tert-butyl ester (125971-94-0,196085-84-4) → tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate (125971-86-0,125995-13-3)

Guidance literature:

With Ra-Ni; ammonia; hydrogen; In methanol; toluene; at 30 - 40 ℃; for 2.5 - 6.5h; under 2625.26 Torr;

Reference yield: 88.0%

tert-butyl 2-((4R,6R)-6-(-2-oxime-ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate → tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate (125971-86-0,125995-13-3)

Guidance literature:

With ammonia; hydrogen; In methanol; at 50 ℃; for 5h; under 11251.1 Torr; Autoclave;

DOI:10.1016/j.tetasy.2014.07.002

Reference yield: 87.0%

tert-butyl 2-((4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (682356-88-3) → tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate (125971-86-0,125995-13-3)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 50 ℃; for 2h;

DOI:10.1016/j.tet.2011.05.109

upstream raw materials:

2-((4R, 6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid tert-butyl ester

tert-butyl [(4R,6R)-2,2-dimethyl-6-(2-nitroethyl)-1,3-dioxan-4-yl]acetate

tert-butyl 2-((4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

[(4R,6R)-6-(2-Azido-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid

Downstream raw materials:

tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate

(4R-cis)-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(4-benzyloxyphenyl)carbonyl]-1H-pyrrol-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate

tert-butyl 2-((4R,6R)-6-(2-(3-((4-(benzyloxy)phenyl)carbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

C₄₀H₄₂⁽²⁾H₅FN₂O₅