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

Base Information

• Chemical Name: .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate, (S)-
• CAS No.: 88196-00-3
• Molecular Formula: C₂₂H₂₆O₁₁S
• Molecular Weight: 498.508
• Mol file: 88196-00-3.mol

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

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

Chemical Property:

• PSA: 166.03000
• LogP: 1.75100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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

There total 7 articles about .beta.-D-gluco-Hexodialdo-1,5-pyranose, S-phenyl monothiohemiacetal, pentaacetate, (S)- 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

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