21193-75-9

Basic information

• Product Name: D-Galactal
• Synonyms: 1,5-ANHYDRO-2-DEOXY-D-LYXO-HEX-1-ENITOL;GALACTAL;GALACTAL, D-;D-GALACTAL;D-Galactat;2-(Hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol;(2R,3R,4R)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol;(2R)-2α-(Hydroxymethyl)-3,4-dihydro-2H-pyran-3α,4α-diol
• CAS NO: 21193-75-9
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.14
• EINECS: 244-264-7
• Product Categories: 13C & 2H Sugars;Biochemistry;Galactose;Glycals;Sugars;Carbohydrates & Derivatives
• Mol File: 21193-75-9.mol
• Article Data: 43

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 325.5 °C at 760 mmHg
• Flash Point: 150.7 °C
• Appearance: White powder
• Density: 1.414 g/cm³
• Vapor Pressure: 1.77E-05mmHg at 25°C
• Refractive Index: -22 ° (C=1.2, MeOH)
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly), Methanol (Slightly)
• PKA: 12.79±0.60(Predicted)
• Stability: Moisture Sensitive
• BRN: 81690
• CAS DataBase Reference: D-Galactal(CAS DataBase Reference)
• NIST Chemistry Reference: D-Galactal(21193-75-9)
• EPA Substance Registry System: D-Galactal(21193-75-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 21193-75-9(Hazardous Substances Data)

Usage

Chemical Properties

White Powder

Uses

Different sources of media describe the Uses of 21193-75-9 differently. You can refer to the following data:
1. D-Galactal is an important building block for both solution- and solid-phase synthesis of oligosaccharides.
2. Important building block for both solution- and solid-phase synthesis of oligosaccharides.

Purification Methods

Recrystallise D-galactal from EtOAc, EtOH or EtOAc/MeOH. [Overend et al. J Chem Soc 675 1950, Wood & Fletcher J Am Chem Soc 79 3234 1957, Distler & Jourdian J Biol Chem 248 6772 1973, Beilstein 17 III/IV 2332.]

InChI:InChI=1/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6-/m1/s1

Upstream product

• 1075748-94-5 C₃₈H₄₆O₄Si₂ 
• 14125-64-5 (2R,3R)-3-hydroxy-2-(hydroxymethyl)-2H-pyran-4(3H)-one 
• 144071-49-8 1,2,3,4,6-penta-O-acetyl-D-allopyranose 
• 53369-42-9 2,3,4,6-tetra-O-acetyl-α-D-allo-pyranosyl bromide 
• 13265-84-4 D-glucal 
• 2873-29-2 D-glucal triacetate 
• 111425-49-1 phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-thio-α-D-erythro-hex-2-enopyranoside 
• 52485-06-0 3,4,6-tri-O-acetyl-D-glucal 
• 125948-55-2 1,5-anhydro-3,6-di-O-acetyl-2-deoxy-D-ribo-hex-1-enitol 
• 5987-33-7 4,6-O-benzylidene-D-allal 
• 10257-28-0 D-Galactose 
• 25878-60-8 D-galactose pentaacetate 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 2914-23-0 barium methoxide 

Downstream Products

• 138406-76-5 Acetic acid (2S,3R,4S,5R)-5-acetoxy-4-((2S,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester 
• 80040-79-5 3,4,6-tri-O-benzyl-D-galactal 
• 165524-90-3 3,6-Di-O-acetyl-4-O-benzyl-D-galactal 
• 81928-96-3 3-O-Acetyl-4,6-di-O-benzyl-D-galactal 
• 118396-86-4 3,6-Di-O-acetyl-D-galactal 
• 4098-06-0 triacetyl-D-galactal 
• 136520-46-2 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-lyxo-hex-1-enitol 
• 63914-24-9 1-O-acetyl-2,6-anhydro-5-deoxy-D-arabino-hex-5-enitol 
• 124579-81-3 1,5-Anhydro-2-deoxy-3-O-methyl-D-lyxo-hex-1-enitol 
• 16740-98-0 1,5-anhydro-3,4,6-tri-O-methyl-2-deoxy-D-lyxo-hex-1-enitol 
• 183730-71-4 3-O-(4-methoxybenzyl)-D-galactal 
• 166021-01-8 1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol 
• 173008-15-6 1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-lyxo-hex-1-enopyranose 

Relevant articles and documents

DIASTEREOSELECTIVE SYNTHESIS OF BRANCHED 2-DEOXY SUGARS VIA RADICAL C-C BOND FORMATION REACTIONS

From glycals 1 and 6, 2-deoxy sugars can be synthesized in 40-72percent yields.With 1,2-disubstituted alkenes 3 this radical C-C bond formation reaction leads with high stereoselectivity to the isomers 4 and 8.

Me3SI-promoted chemoselective deacetylation: a general and mild protocol

A Me3SI-mediated simple and efficient protocol for the chemoselective deprotection of acetyl groups has been developedviaemploying KMnO4as an additive. This chemoselective deacetylation is amenable to a wide range of substrates, tolerating diverse and sensitive functional groups in carbohydrates, amino acids, natural products, heterocycles, and general scaffolds. The protocol is attractive because it uses an environmentally benign reagent system to perform quantitative and clean transformations under ambient conditions.

Total Synthesis of Tri-, Hexa- and Heptasaccharidic Substructures of the O-Polysaccharide of Providencia rustigianii O34

A general and efficient strategy for synthesis of tri-, hexa- and heptasaccharidic substructures of the lipopolysaccharide of Providencia rustigianii O34 is described. For the heptasaccharide seven different building blocks were employed. Special features of the structures are an α-linked galactosamine and the two embedded α-fucose units, which are either branched at positions-3 and -4 or further linked at their 2-position. Convergent strategies focused on [4+3], [3+4], and [4+2+1] couplings. Whereas the [4+3] and [3+4] coupling strategies failed the [4+2+1] strategy was successful. As monosaccharidic building blocks trichloroacetimidates and phosphates were employed. Global deprotection of the fully protected structures was achieved by Birch reaction.