4-Deoxy-4-fluoro-D-glucopyranose min. 98%

Base Information

• Chemical Name: 4-Deoxy-4-fluoro-D-glucopyranose min. 98%
• CAS No.: 30694-44-1
• Molecular Formula: C6H11FO5
• Molecular Weight: 182.15
• Mol file: 30694-44-1.mol

Synonyms:4-Deoxy-4-fluoro-D-glucopyranose min. 98%

Chemical Property of 4-Deoxy-4-fluoro-D-glucopyranose min. 98%

Chemical Property:

• PSA: 90.15000
• LogP: -2.24420

Purity/Quality:

99% ^*data from raw suppliers

4-Deoxy-4-fluoro-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Deoxy-4-fluoro-D-glucopyranose min. 98%

There total 7 articles about 4-Deoxy-4-fluoro-D-glucopyranose min. 98% 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:

C12H21FO10 + uridine-5'-diphosphoglucose (952585-00-1) → (3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol (30694-44-1)

Guidance literature:

With Thermoproteus uzoniensis trehalose transferase; magnesium chloride; In aq. buffer; at 60 ℃; for 1h; pH=7; Enzymatic reaction;

DOI:10.1021/acscatal.0c02117

Reference yield:

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (3601-36-3,6344-46-3) → (3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol (30694-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 50.5 percent / DAST / CH₂Cl₂

2: 65.9 percent / NaOMe / methanol

3: aq. HCl

With hydrogenchloride; sodium methylate; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; dichloromethane;

DOI:10.1021/jo00102a024

Reference yield:

Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside (84065-98-5) → (3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol (30694-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.9 percent / NaOMe / methanol

2: aq. HCl

With hydrogenchloride; sodium methylate; In methanol;

DOI:10.1021/jo00102a024

upstream raw materials:

methyl 4-fluoro-O²,O³-dimethyl-α-D-4-deoxy-glucopyranoside

4-deoxy-4-fluoro-α-D-glucopyranosyl

Methyl 4-Deoxy-4-fluoro-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

Downstream raw materials:

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

4-deoxy-4-fluoro-α-D-glucopyranosyl

Refernces

• 1、 Chapeau,Frey. "Synthesis of UDP-4-deoxy-4-fluoroglucose and UDP-4-deoxy-4-fluorogalactose and their interactions with enzymes of nucleotide sugar metabolism". . p. 6994 - 6998. Retrieved 2007/10/02.