Tri-O-benzyl-D-galactal

Base Information

• Chemical Name: Tri-O-benzyl-D-galactal
• CAS No.: 80040-79-5
• Molecular Formula: C27H28 O4
• Molecular Weight: 416.517
• Hs Code.: 9999999999
• DSSTox Substance ID: DTXSID80370475
• Nikkaji Number: J1.554.612C,J558.463I
• Wikidata: Q82157632
• Mol file: 80040-79-5.mol

Synonyms:Tri-O-benzyl-D-galactal;80040-79-5;3,4,6-Tri-O-benzyl-D-galactal;(2R,3R,4R)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-3,4-dihydro-2H-pyran;1,5-Anhydro-2-deoxy-D-lyxo-hex-1-enitol 3,4,6-Tribenzyl Ether;(2R,3R,4R)-3,4-Bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran;SCHEMBL4383944;Tri-O-benzyl-D-galactal, 98%;DTXSID80370475;MFCD09039276;AKOS025404269;AS-40585;CS-0132652;T1858;A864757;W-203831;3-O,4-O,6-O-Tribenzyl-1,2-dideoxy-D-lyxo-1-hexenopyranose

Chemical Property of Tri-O-benzyl-D-galactal

Chemical Property:

• Appearance/Colour: White to yellowish crystalline powder
• Vapor Pressure: 2.24E-11mmHg at 25°C
• Melting Point: 57-58 °C(lit.)
• Refractive Index: -34 ° (C=1, MeOH)
• Boiling Point: 544.9 °C at 760 mmHg
• Flash Point: 129.7 °C
• PSA: 36.92000
• Density: 1.16 g/cm³
• LogP: 5.28650
• Storage Temp.: −20°C
• Solubility.: Soluble in dichloromethane or chloroform,
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 416.19875937
• Heavy Atom Count: 31
• Complexity: 503

Purity/Quality:

98%, ^*data from raw suppliers

Tri-O-benzyl-D-galactal 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(C(C=CO2)OCC3=CC=CC=C3)OCC4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H](C=CO2)OCC3=CC=CC=C3)OCC4=CC=CC=C4
• Uses: An important building block for solution- and solid-phase synthesis of oligosaccharides. Tri-O-benzyl-D-glucal functions as a substance in the stereoselective synthesis of sphinganine and unnatural safingol acting as antineoplastic and antipsoriatic agent for cancer treatment, and affected skin patches.

Technology Process of Tri-O-benzyl-D-galactal

There total 64 articles about Tri-O-benzyl-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%

benzyl bromide (100-39-0) + D-galactal (21193-75-9) → 3,4,6-tri-O-benzyl-D-galactal (80040-79-5)

Guidance literature:

With sodium hydride;

DOI:10.1016/S0040-4039(02)00872-9

Reference yield: 100.0%

phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-iodo-1-thio-α-D-allo-pyranoside → (2R,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran (55628-54-1,80040-79-5,71049-35-9)

Guidance literature:

With sodium acetate; copper; acetic acid; zinc; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1021/ol052866l

Reference yield: 92.0%

benzyl bromide (100-39-0) + triacetyl-D-galactal (4098-06-0) → 3,4,6-tri-O-benzyl-D-galactal (80040-79-5)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2005.03.007

upstream raw materials:

1,2-didehydrodideoxyallose

benzyl bromide

1,5-anhydro-3,6-di-O-acetyl-2-deoxy-D-ribo-hex-1-enitol

3,4,6-tri-O-acetyl-D-glucal

Downstream raw materials:

3,4,6-tri-O-benzyl-2-deoxy-2-iodo-α-D-talopyranosyl benzenesulfonamide

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-phenylthio-D-lyxo-hex-1-enitol

(1S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-3-benzyloxymethyl-2-oxa-bicyclo[4.1.0]heptane

(2R,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-iodotetrahydro-2H-pyran-2-yl acetate

Refernces

• 1、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 34; 157; 169; 170. . Retrieved 2021/04/17.
• 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". . p. 4926 - 4931. Retrieved 2021/09/09.