.beta.-D-Glucopyranose, 1,6-anhydro-6-C-bromo-, triacetate, (6S)-

Base Information

• Chemical Name: .beta.-D-Glucopyranose, 1,6-anhydro-6-C-bromo-, triacetate, (6S)-
• CAS No.: 74774-10-0
• Molecular Formula: C12H15 Br O8
• Molecular Weight: 367.15
• Mol file: 74774-10-0.mol

Synonyms:6,8-Dioxabicyclo[3.2.1]octane,b-D-glucopyranose deriv.

Chemical Property of .beta.-D-Glucopyranose, 1,6-anhydro-6-C-bromo-, triacetate, (6S)-

Chemical Property:

• PSA: 97.36000
• LogP: 0.25760

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Glucopyranose, 1,6-anhydro-6-C-bromo-, triacetate, (6S)-

There total 1 articles about .beta.-D-Glucopyranose, 1,6-anhydro-6-C-bromo-, triacetate, (6S)- 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: 80.0%

2,3,4-tri-O-acetyllevoglucosan (13242-55-2,33360-71-3) → (6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-bromo-β-D-glucopyranose (74774-10-0)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; Reagent/catalyst; Irradiation; Inert atmosphere;

DOI:10.1080/07328303.2019.1663204

Reference yield: 97.0%

(6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-bromo-β-D-glucopyranose (74774-10-0) → (6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-iodo-β-D-glucopyranose (74774-19-9)

Guidance literature:

With sodium iodide; In acetone; for 4h; Heating;

Reference yield: 73.0%

potassium thiophenolate (3111-52-2) + (6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-bromo-β-D-glucopyranose (74774-10-0) → (6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1)

Guidance literature:

In ethanol; acetone; for 0.5h;

upstream raw materials:

2,3,4-tri-O-acetyllevoglucosan

Downstream raw materials:

(6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose

(6R)-6-acetoxy-2,3,4-tri-O-acetyl-1,6-anhydro-β-D-glucopyranose

6-acetoxy-1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose

(6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-iodo-β-D-glucopyranose