1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Base Information

• Chemical Name: 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
• CAS No.: 335590-64-2
• Molecular Formula: C₂₄H₃₂O₁₁
• Molecular Weight: 496.511

Synonyms:1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Chemical Property of 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

Chemical Property:

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Technology Process of 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

There total 3 articles about 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose 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: 70.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + tert-butylhydroquinone (1948-33-0) → 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (335590-64-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 4h;

DOI:10.1021/ja068965r

Reference yield: 63.0%

tert-butylhydroquinone (1948-33-0) + β-D-glucose pentaacetate (604-69-3) → 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (335590-64-2) + 3-tert-butyl-4-hydroxyphenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (335590-60-8)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 6h; Heating;

DOI:10.1016/S0008-6215(00)00313-X

Reference yield: 10.0%

tert-butylhydroquinone (1948-33-0) + β-D-glucose pentaacetate (604-69-3) → 2-tert-butyl-4-hydroxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside + 1-O-(4-hydroxy-3-t-butyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (335590-64-2) + 3-tert-butyl-4-hydroxyphenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (335590-60-8)

Guidance literature:

With toluene-4-sulfonic acid; at 125 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)00313-X

upstream raw materials:

tert-butylhydroquinone

β-D-glucose pentaacetate

D-glucose pentaacetate

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