α-galactosyl fluoride

Base Information

• Chemical Name: α-galactosyl fluoride
• CAS No.: 2021-84-3
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.149
• Mol file: 2021-84-3.mol

Synonyms:α-galactosyl fluoride

Chemical Property of α-galactosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-galactosyl fluoride

There total 4 articles about α-galactosyl fluoride 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:

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) → β-D-glucopyranosyl fluoride (447-27-8,447-29-0,2021-62-7,2021-84-3,2106-10-7,2713-54-4,7617-95-0,80409-18-3,80409-19-4)

Guidance literature:

With methanol; sodium methylate;

Reference yield:

2-O-methanesulfonyl-β-D-mannose (221252-44-4) → β-D-glucopyranosyl fluoride (447-27-8,447-29-0,2021-62-7,2021-84-3,2106-10-7,2713-54-4,7617-95-0,80409-18-3,80409-19-4)

Guidance literature:

With tetraethylammonium fluoride; In tetrahydrofuran; acetonitrile; at 20 ℃;

DOI:10.1002/(SICI)1099-1344(199902)42:2<147::AID-JLCR176>3.0.CO;2-E

Reference yield:

1,3,4,6-tetra-O-acetyl-2-O-methanesulfonyl-β-D-mannose (221252-41-1) → β-D-glucopyranosyl fluoride (447-27-8,447-29-0,2021-62-7,2021-84-3,2106-10-7,2713-54-4,7617-95-0,80409-18-3,80409-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / aq. HCl / 0.5 h / Heating

2: 500 mg / tetraethylammonium fluoride dihydrate / acetonitrile; tetrahydrofuran / 20 °C

With hydrogenchloride; tetraethylammonium fluoride; In tetrahydrofuran; acetonitrile; 1: Deacetylation / 2: Substitution;

DOI:10.1002/(SICI)1099-1344(199902)42:2<147::AID-JLCR176>3.0.CO;2-E

upstream raw materials:

2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate

2-O-methanesulfonyl-β-D-mannose

1,3,4,6-tetra-O-acetyl-2-O-methanesulfonyl-β-D-mannose

1,3,4,6-tetra-O-acetyl-β-D-mannopyranose

Downstream raw materials:

O⁶-trityl-β-D-glucopyranosyl fluoride

O⁴,O⁶-((R)-benzylidene)-β-D-glucopyranosyl fluoride

levoglucosan

2,3,4-tri-O-acetyllevoglucosan

Refernces

• 1、 De Groot, Tjibbe,Bormans, Guy,Busson, Roger,Mortelmans, Luc,Verbruggen, Alfons. "Synthesis of 1-[18F]fluorodeoxyglucose: An unexpected rearrangement in the reaction of 2-O-methanesulfonyl-β-D-mannopyranose with [18F]fluoride". . p. 147 - 157. Retrieved 2007/10/03.