1,2:3,4-Di-O-isopropylidene-D-galactopyranose

Base Information

• Chemical Name: 1,2:3,4-Di-O-isopropylidene-D-galactopyranose
• CAS No.: 4064-06-6
• Molecular Formula: C12H20O6
• Molecular Weight: 260.287
• Hs Code.: 29400090
• European Community (EC) Number: 223-771-7
• NSC Number: 89756
• Nikkaji Number: J3.164.020B
• Mol file: 4064-06-6.mol

Synonyms:4064-06-6;1,2:3,4-Di-O-isopropylidene-a-L-galactopyranose;536723-20-3;1,2:3,4-Di-O-isopropylidene-alpha-D-galactopyranose;1,2:3,4-Di-O-isopropylidene-D-galactopyranose;(2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methanol;(2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methanol;MFCD00063225;NSC89756;ChemDiv1_019938;Galactopyranose, 1,2:3,4-di-O-isopropylidene-, .alpha.-D-;SCHEMBL471044;.alpha.-D-Galactopyranose, 1,2:3,4-bis-O-(1-methylethylidene)-;HMS643K06;DIISOPROPYLINDENE GALACTOSE;EINECS 223-771-7;NSC 89756;NSC-89756;STL570136;AKOS002230282;SY012703;FT-0606269;FT-0624588;SR-01000403914;SR-01000403914-1;Galactopyranose,2:3,4-di-O-isopropylidene-, .alpha.-D-;.alpha.-D-Galactopyranose,2:3,4-bis-O-(1-methylethylidene)-;(2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methanol (non-preferred name);8,8,11,11-Tetramethyl-3,4-(epoxymethanoxy)-5,6-(epoxymethanoxy)-tetrahydro2H-pyran 2-methanol

Chemical Property of 1,2:3,4-Di-O-isopropylidene-D-galactopyranose

Chemical Property:

• Appearance/Colour: Thick yellow oil
• Vapor Pressure: 7.17E-07mmHg at 25°C
• Melting Point: 120-122 °C
• Refractive Index: n20/D 1.466(lit.)
• Boiling Point: 366.8 °C at 760 mmHg
• PKA: 14.00±0.10(Predicted)
• Flash Point: 159.3 °C
• PSA: 66.38000
• Density: 1.154 g/cm³
• LogP: 0.37520
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Acetone, Chloroform and Methanol.
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 260.12598835
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

99%, ^*data from raw suppliers

1,2,3,4-Di-O-isopropylidene-a-D-galactopyranose ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(OC2C(OC3C(C2O1)OC(O3)(C)C)CO)C
• Uses: Diacetone-D-galactose is used to produce diacetone-d-galacturonic acid and oxalic acid. It is mainly used in biochemical reaction and used as medicine intermediate.

Technology Process of 1,2:3,4-Di-O-isopropylidene-D-galactopyranose

There total 119 articles about 1,2:3,4-Di-O-isopropylidene-D-galactopyranose 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%

6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4860-78-0) → 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6)

Guidance literature:

acetylesterase from orange peel;

Reference yield: 98.0%

tert-butyldimethyl(2,2,7,7-tetramethyltetrahydrobis[1,3]dioxolo[5,4-b:4',5'-d]pyran-5-ylmethoxy)silane (108678-44-0) → 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6)

Guidance literature:

With phosphomolybdic acid hydrate; silica gel; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jo0502697

Reference yield: 98.0%

D-Galactose (10257-28-0) + acetone (67-64-1) → 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6)

Guidance literature:

With sulfuric acid; copper(II) sulfate;

DOI:10.1016/S0040-4039(02)01460-0

upstream raw materials:

D-Galactose

(3aR,5S,5aR,8aS,8bR)-methyl-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-carboxylate

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose

6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Downstream raw materials:

6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

1,2:3,4-di-O-isopropylidene-6-O-trityl-α-D-galactopyranose

(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose

diphenyl (1,2:3,4-di-O-isopropylidene-α-D-galactopyranosyl)-6-O-phosphate

Refernces

• 1、 Lloyd,Roberts. "-". . p. 6910,6912. Retrieved 1965.
• 2、 Wagner, Stefanie,Hauck, Dirk,Hoffmann, Michael,Sommer, Roman,Joachim, Ines,Müller, Rolf,Imberty, Anne,Varrot, Annabelle,Titz, Alexander. "Covalent Lectin Inhibition and Application in Bacterial Biofilm Imaging". . p. 16559 - 16564. Retrieved 2017.
• 3、 Telvekar, Vikas N.. "Hypervalent iodine system for debenzylation of sugars". . p. 2647 - 2650. Retrieved 2007.
• 4、 Klier,Alves,Prado,De Souza Filho,D'Accorso. "Synthesis of new five membered nitrogen containing heterocycles bearing D-galactose side chains". . p. 4361 - 4374. Retrieved 2000.
• 5、 de Almeida, Mauro Vieira,Le Hyaric, Mireille,Amarante, Giovanni Wilson,Silva Lourenco, Maria Cristina,Lima Brandao, Marcelo Luiz. "Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents". . p. 1076 - 1083. Retrieved 2007.
• 6、 B?chle, Felix,Maichle-M?ssmer, C?cilia,Ziegler, Thomas. "Helical Self-Assembly of Optically Active Glycoconjugated Phthalocyanine J-Aggregates". . p. 1081 - 1093. Retrieved 2019.
• 7、 Roslund, Mattias U.,Klika, Karel D.,Lehtilae, Reko L.,Taehtinen, Petri,Sillanpaeae, Reijo,Leino, Reko. "Conformation of the Galactose Ring Adopted in Solution and in Crystalline Form as Determined by Experimental and DFT 1H NMR and Single-Crystal X-ray Analysis". . p. 18 - 25. Retrieved 2004.
• 8、 Chang, Tsung-Che,Tanaka, Katsunori,Yamamoto, Tomoya. "Epoc group: Transformable protecting group with gold(iii)-catalyzed fluorene formation". . p. 10703 - 10709. Retrieved 2021/08/24.
• 9、 Goel, Shubhra,Jacob, Josemon. "D-galactose-based organogelator for phase-selective solvent removal and sequestration of cationic dyes". . . Retrieved 2020/11/03.