Intermediate of API

57280-22-5

  • Product Name：4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane （DTCO）
  • Molecular Formula：C7H12O3
  • Specifications：99%
  • Molecular Weight：144.17
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Product Details;

CasNo： 57280-22-5

Molecular Formula： C7H12O3

High Quality Top Purity 57280-22-5 Liquid In Stock For Sale,

  • Molecular Formula:C7H12O3
  • Molecular Weight:144.17
  • Refractive Index:1.4560 to 1.4600 
  • Boiling Point:179℃ 
  • Flash Point:56℃ 
  • PSA：30.99000 
  • Density:1.071 
  • LogP:0.53670 

Chinese Good Producer In Bulk Supply High Grade 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane(DTCO) with Best Price

Chemical Properties

Clear colorless to yellow liquid

Uses

 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane plays an important role in the fields of medicine and chemical industry. In particular, as an intermediate of gadobutrol, i.e., the epoxy side chain of gadobutrol, it provides a key compound basis for magnetic resonance imaging technology in medical diagnosis. In addition, due to its unique molecular structure and properties, 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane may also be used as an intermediate for the synthesis of other complex organic compounds.

 

57280-22-5 Relevant articles

Divergent approach to the synthesis of (-)-balanol heterocycle and cis-3-hydroxypipecolic acid based on chiral 2-aminoalkanol equivalent

Chavan, Subhash P.,Kalbhor, Dinesh B.,Gonnade, Rajesh G.

, (2021/01/14)

Enantioselective synthesis of the hexahy...

Crystalline Stereocomplexed Polycarbonates: Hydrogen-Bond-Driven Interlocked Orderly Assembly of the Opposite Enantiomers

Ye Liu, Wei-Min Ren, Meng Wang

Angewandte Chemie International Edition in English 54(7)

Two stereocomplexed CO2 -based polycarbonates from meso-3,4-epoxytetrahydrofuran and 4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]octane have high melting temperatures of up to 300 °C, about 30 °C higher than the individual enantiomers. Isotactic (R)- or (S)-poly(cyclopentene carbonate) and poly(cis-2,3-butene carbonate) are typical amorphous polymeric materials, however, upon mixing both enantiomers together, a strong interlocked interaction between polymer chains of opposite configuration occurs, affording the crystalline stereocomplexes with melting temperatures of about 200 °C and 180 °C, respectively. 

The synthesis of novel oxygen-containing ligands derived from amine precursors

Charles B. de Koning ∗, Robert D. Hancock ∗ 1, Willem A.L. van Otterlo

Tetrahedron Letters Volume 38, Issue 7, 17 February 1997, Pages 1261-1264

The synthesis of novel oxygen-bearing ligands has been achieved by the mono- and di-alkylation of a range of polyamines with 4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]octane (1). Subsequent deprotection of the acetal resulted in the formation of hydroxyl-bearing ligands.

57280-22-5 Process route

2,2-dimethyl-4,7-dihydro-1,3-dioxepin
1003-83-4

2,2-dimethyl-4,7-dihydro-1,3-dioxepin

4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]-octane
57280-22-5

4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]-octane

Conditions
Conditions Yield
With disodium hydrogenphosphate; dihydrogen peroxide; sodium hydroxide; In methanol; water; acetonitrile; at 60 - 80 ℃; pH=7 - 9.5; Large scale; Green chemistry;
85.2%
With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
85%
With disodium hydrogenphosphate; dihydrogen peroxide; Hexafluoroacetone; In 1,2-dichloro-ethane; for 24h; Heating;
83%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
80%
With sodium hydroxide; tert-butylhypochlorite; sodium hydrogensulfite; In aqueous t-butanol;
80%
With dihydrogen peroxide; sodium carbonate; In methanol; benzonitrile;
70%
With dihydrogen peroxide; sodium carbonate; In methanol; acetonitrile;
67%
With disodium hydrogenphosphate; phosphomolybdic acid; dihydrogen peroxide; sodium hydroxide; In methanol; water; at 40 - 60 ℃; for 3h; pH=8 - 10; Reagent/catalyst;
 
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; water / tetrahydrofuran / 2 h / 20 °C
2: potassium carbonate / methanol / 16 h / 20 °C
With N-Bromosuccinimide; water; potassium carbonate; In tetrahydrofuran; methanol;
 
C<sub>7</sub>H<sub>13</sub>BrO<sub>3</sub>

C7H13BrO3

4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]-octane
57280-22-5

4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]-octane

Conditions
Conditions Yield
With potassium carbonate; In methanol; at 20 ℃; for 16h;
19 g

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