beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate

Base Information

• Chemical Name: beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate
• CAS No.: 4163-45-5
• Molecular Formula: C₁₄H₁₉FO₉
• Molecular Weight: 350.298
• DSSTox Substance ID: DTXSID101221896
• Nikkaji Number: J755.106A
• Mol file: 4163-45-5.mol

Synonyms:4163-45-5;beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate;SCHEMBL7935847;JJXATNWYELAACC-MBJXGIAVSA-N;DTXSID101221896;2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl fluoride;1-Fluoro-1-deoxy-beta-D-galactopyranose 2,3,4,6-tetraacetate;[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-fluorooxan-2-yl]methyl acetate

Chemical Property of beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 350.10131034
• Heavy Atom Count: 24
• Complexity: 507

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)F)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)F)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate

There total 95 articles about beta-D-Galactopyranosyl fluoride, 2,3,4,6-tetraacetate 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%

β-D-glucose pentaacetate (604-69-3) → 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose (439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2)

Guidance literature:

With pyridine hydrogenfluoride; In dichloromethane; for 3h; cooling; polyethylene vessel !;

Reference yield: 95.0%

p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8) → 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose (439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2)

Guidance literature:

With ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In 1,2-dichloro-ethane; for 0.25h; Inert atmosphere; Reflux;

DOI:10.1016/j.carres.2012.04.016

Reference yield: 94.0%

2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate (439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2) → 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose (439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2)

Guidance literature:

silver tetrafluoroborate; In dichloromethane; at 10 ℃;

DOI:10.1016/0008-6215(84)85232-5

upstream raw materials:

β-D-mannopyranose pentaacetate

2,3,4,6-tetra-O-acetyl-D-mannopyranose

phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

β-1-deoxy-1-C-(phenylthio)-2,3,4,5-tetra-O-acetyl-D-mannopyranose

Downstream raw materials:

methyl (2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl fluoride

α,β-Trehaloseoctaacetat

β-D-glucopyranosyl fluoride