β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl fluoride

Base Information

• Chemical Name: β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl fluoride
• CAS No.: 103531-01-7
• Molecular Formula: C₁₂H₂₁FO₁₀
• Molecular Weight: 344.291
• Mol file: 103531-01-7.mol

Synonyms:β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl fluoride

Chemical Property of β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl fluoride

Chemical Property:

Purity/Quality:

CellobiosylFluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl fluoride

There total 9 articles about β-D-glucopyranosyl-(1->4)-α-D-glucopyranosyl 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: 99.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride (440-02-8,440-03-9,4089-50-3,14227-57-7,14227-61-3,14227-64-6,14877-70-4,71328-29-5,106758-57-0,132076-76-7) → 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride (7584-85-2,7792-96-3,30048-41-0,71328-30-8,103531-01-7,149342-82-5,66701-54-0)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 6h;

DOI:10.3762/bjoc.8.51

Reference yield: 71.0%

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride (14227-57-7) → β-D-galactopyranosyl-(1->4)-α-D-glucopyranosyl fluoride (7584-85-2,7792-96-3,30048-41-0,66701-54-0,71328-30-8,103531-01-7,149342-82-5)

Guidance literature:

With sodium methylate;

DOI:10.1016/0008-6215(93)84062-B

Reference yield:

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,20880-60-8) → 4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl fluoride (7584-85-2,7792-96-3,30048-41-0,71328-30-8,103531-01-7,149342-82-5,66701-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen fluoride

2: sodium methoxide / methanol / 0 °C

With hydrogen fluoride; sodium methylate; In methanol;

DOI:10.1016/S0008-6215(00)90223-4

upstream raw materials:

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

lactose octaacetate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Downstream raw materials:

maltosyl(α1->6)α-cyclodextrin

4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside

cellulose

O-(β-D-galactopyranosyl)-(1→4)-(β-D-glucopyranosyl)-(1→1)-(2S, 3R, 4E)-2-aminooctadec-4-ene-1,3-diol

Refernces

• 1、 Genghof et al.. "". . p. 291,296. Retrieved 1978.
• 2、 Pelletier, Guillaume,Zwicker, Aaron,Allen, C. Liana,Schepartz, Alanna,Miller, Scott J.. "Aqueous Glycosylation of Unprotected Sucrose Employing Glycosyl Fluorides in the Presence of Calcium Ion and Trimethylamine". supporting information. p. 3175 - 3182. Retrieved 2016/03/19.
• 3、 Juennemann, Josef,Thiem, Joachim,Pedersen, Christian. "Facile synthesis of acetylated glycosyl fluorides derived from di- and tri-saccharides". . p. 91 - 94. Retrieved 2007/10/02.