1,3-Dihydroxyacetone dimer

Base Information

• Chemical Name: 1,3-Dihydroxyacetone dimer
• CAS No.: 26776-70-5
• Molecular Formula: C₃H₆O₃
• Molecular Weight: 90.0788
• European Community (EC) Number: 612-947-2,693-027-8
• DSSTox Substance ID: DTXSID401314347
• Nikkaji Number: J208.317E
• Wikidata: Q72466640
• Mol file: 26776-70-5.mol

Synonyms:1,3-Dihydroxyacetone dimer;26776-70-5;2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol;1,3-Dihydroxypropan-2-one dimer;89727-88-8;62147-49-3;2,5-Dihydroxy-1,4-dioxane-2,5-dimethanol;Dihydroxyacetone dimer;2,5-Dihydroxydioxane-2,5-dimethanol;DIHYDROXYACETONE (DIMER);trans-2,5-Dihydroxy-1,4-Dioxane-2,5-dimethanol;1.3-dihydroxyacetone dimer;SCHEMBL229379;1,4-Dioxane-2,5- dimethanol, 2,5-dihydroxy-, (2R,5S)-rel-;CHEBI:173855;DTXSID401314347;1,3-Dihydroxyacetone dimer, 97%;2-Propanone,1,3-dihydroxy-,dimer;BCP30553;MFCD00051019;AKOS009158772;DS-8450;D0560;FT-0624971;FT-0753498;EN300-53035;D95312;A877145;J-507273;F0001-2347;1,4-Dioxane-2,5-dimethanol, 2,5-dihydroxy-, (2R,5S)-rel-

Chemical Property of 1,3-Dihydroxyacetone dimer

Chemical Property:

• Melting Point: 75-80 °C(lit.)
• PSA: 99.38000
• LogP: -2.60500
• Storage Temp.: 2-8°C
• Water Solubility.: very faint turbidity
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dihydroxyacetone dimer ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(OCC(O1)(CO)O)(CO)O
• Uses: 1,3-Dihydroxyacetone Dimer is used in the synthesis of dihydropyrimidine calcium channel blockers. Also used in the preparation of a new antineoplastic and antifilarial agents as anticancer agents. 1,3-Dihydroxyacetone dimer can be used as a precursor to synthesize:Nitric acid esters such as 1,3-dinitratoacetone and 2,5-bis(nitratomethyl-2,5-nitrato)-1,4-dioxane.Lactic acid in the presence of aluminum salts as catalysts.Phosphorus doped carbon quantum dots which can be used as fluorescence labels for fingerprints imaging.1-Methyl-5-hydroxymethylimidazole scaffolds.

Technology Process of 1,3-Dihydroxyacetone dimer

There total 138 articles about 1,3-Dihydroxyacetone dimer 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: 99.0%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → dihydroxyacetone (96-26-4,26776-70-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 7h; Inert atmosphere;

DOI:10.1021/om300109e

Reference yield: 84.9%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + tartronic acid (80-69-3) + glyceric acid (473-81-4,118916-26-0) + dihydroxyacetone (96-26-4,26776-70-5)

Guidance literature:

With oxygen; In water; at 60 ℃; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Autoclave;

DOI:10.1016/j.catcom.2014.09.036

Reference yield: 80.0%

acetophenone (98-86-2) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → dihydroxyacetone (96-26-4,26776-70-5) + 1-Phenylethanol (98-85-1,13323-81-4)

Guidance literature:

With [IrCl(COD)(C₃H₂N₂(3,4,5-trimethoxybenzyl)(n-Bu))]; potassium hydroxide; at 120 ℃; for 7h; Inert atmosphere;

DOI:10.1021/om300109e

upstream raw materials:

pyridine

Glyceraldehyde

formaldehyd

D-glucose

Downstream raw materials:

acetaldehyde

methylammonium carbonate

LACTIC ACID

1,3-bis(triphenylmethoxy)-2-propanone

Refernces

Stereoselective synthesis of amphiasterin B4: Assignment of absolute configuration

10.1016/j.tetlet.2010.10.098

The research focuses on the first asymmetric synthesis of (+)-amphiasterin B4, a cytotoxic metabolite isolated from a marine sponge, using a chiral pool strategy to prepare the enantiomerically pure form of this compound. The purpose of this study was to synthesize amphiasterin B4 and determine its absolute stereochemistry, which was previously unspecified. The researchers successfully synthesized (+)-amphiasterin B4, starting from a known (S)-b-benzyloxy-γ-lactone, and confirmed the identity and stereochemistry of the synthesized product by comparing it with the properties of the authentic material. The conclusion was that the absolute configurations of the naturally occurring amphiasterin B4 should be assigned as 3R, 4R, and 5S. Key chemicals used in the synthesis process included dihydroxyacetone dimer, (S)-(-)-α-methylbenzylamine, 2-phenylsulfonyl-3-phenyloxaziridine, methylmagnesium bromide, sodium borohydride, and various protecting groups such as THP, TBDPS, TBS, and catalytic reagents like PDC and PTSA.

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