.beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate

Base Information

• Chemical Name: .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate
• CAS No.: 74774-20-2
• Molecular Formula: C₂₂H₂₆O₁₁S
• Molecular Weight: 498.508
• Mol file: 74774-20-2.mol

Synonyms:.beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate

Chemical Property of .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate

There total 7 articles about .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate 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: 86.0%

acetic anhydride (108-24-7) + (6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1) → (6R)-6-acetoxy-2,3,4-tri-O-acetyl-1,6-anhydro-β-D-glucopyranose (74774-17-7) + (6RS)-2,3,4,6-tetra-O-acetyl-6-phenylthio-β-D-glucopyranosyl acetate (74774-20-2,88195-99-7,88196-00-3)

Guidance literature:

With borontrifluoride acetic acid; for 5h;

Reference yield: 6.0%

(6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1) → (6S)-2,3,4-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (88111-82-4) + (6RS)-2,3,4,6-tetra-O-acetyl-6-phenylthio-β-D-glucopyranosyl acetate (74774-20-2,88195-99-7,88196-00-3)

Guidance literature:

With boron trifluoride diethyl etherate; In acetic anhydride; at 20 ℃; for 2.5h;

Reference yield: 6.0%

acetic anhydride (108-24-7) + (6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1) → (6S)-2,3,4-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (88111-82-4) + (6RS)-2,3,4,6-tetra-O-acetyl-6-phenylthio-β-D-glucopyranosyl acetate (74774-20-2,88195-99-7,88196-00-3)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 2.5h;

upstream raw materials:

mercury(II) diacetate

(6RS)-2,3,4-tri-O-acetyl-6-bromo-6-S-phenyl-6-thio-α-D-glucopyranosyl bromide

acetic anhydride

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

Refernces

• 1、 Ferrier, Robert J.,Furneaux, Richard H.. "Photobromination of Carbohydrate Derivatives. VI. Funcionalization at C6 of 2,3,4-tri-O-acetyl-1,6-anhydro-β-D-glucopyranose". . p. 1025 - 1036. Retrieved 2007/10/02.