d-Galactal

Base Information

• Chemical Name: d-Galactal
• CAS No.: 21193-75-9
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 29329990
• European Community (EC) Number: 244-264-7
• DSSTox Substance ID: DTXSID20183687
• Nikkaji Number: J382.393H,J1.675.784E
• Wikidata: Q27132415
• Metabolomics Workbench ID: 62626
• ChEMBL ID: CHEMBL2115530
• Mol file: 21193-75-9.mol

Synonyms:d-galactal;galactal;galactal, (D)-isomer

Chemical Property of d-Galactal

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.77E-05mmHg at 25°C
• Melting Point: 99-102 °C
• Refractive Index: -22 ° (C=1.2, MeOH)
• Boiling Point: 325.5 °C at 760 mmHg
• PKA: 12.79±0.60(Predicted)
• Flash Point: 150.7 °C
• PSA: 69.92000
• Density: 1.414 g/cm³
• LogP: -1.38700
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), Methanol (Slightly)
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99%, ^*data from raw suppliers

D-Galactal 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(C(C1O)O)CO
• Isomeric SMILES: C1=CO[C@@H]([C@@H]([C@@H]1O)O)CO
• Uses: D-Galactal is an important building block for both solution- and solid-phase synthesis of oligosaccharides. Important building block for both solution- and solid-phase synthesis of oligosaccharides.

Technology Process of d-Galactal

There total 24 articles about d-Galactal 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%

triacetyl-D-galactal (4098-06-0) → D-galactal (21193-75-9)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/jo00105a051

Reference yield: 100.0%

3,4,6-tri-O-acetyl-D-glucal (52485-06-0) → 1,2-didehydrodideoxyallose (13265-84-4,21193-75-9,25312-13-4,26566-29-0,29485-85-6,63949-52-0,81275-42-5,130931-62-3,145375-16-2)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.7b07405

Reference yield:

(2R,3R)-3-hydroxy-2-(hydroxymethyl)-2H-pyran-4(3H)-one (14125-64-5) → 1,2-didehydrodideoxyallose (13265-84-4,21193-75-9,25312-13-4,26566-29-0,29485-85-6,63949-52-0,81275-42-5,130931-62-3,145375-16-2) + D-glucal (13265-84-4)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 0 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo801596q

upstream raw materials:

D-glucal triacetate

triacetyl-D-galactal

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

β-D-galactose peracetate

Downstream raw materials:

1,6-anhydro-2,3-dideoxy-β-threo-hex-2-enopyranose

(R)-2-(2-furyl)-1,2-ethanediol

1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-lyxo-hex-1-enopyranose

1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Refernces

• 1、 -. "2-nitroglycal and efficient synthesis method thereof". Paragraph 0056-0058. . Retrieved 2021/08/06.
• 2、 Yu, Changyue,Liu, Yichu,Xie, Xiong,Hu, Shulei,Zhang, Shurui,Zeng, Mingjie,Zhang, Dan,Wang, Jiang,Liu, Hong. "Ir(I)-Catalyzed C?H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides". supporting information. p. 4926 - 4931. Retrieved 2021/09/09.