1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE

Base Information

• Chemical Name: 1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE
• CAS No.: 55286-97-0
• Molecular Formula: C14H20O10
• Molecular Weight: 348.307
• Mol file: 55286-97-0.mol

Synonyms:1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE;1,2,3,6-Tetra-O-acetyl-a-D-glucopyranose

Chemical Property of 1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE

Chemical Property:

• Boiling Point: 433.823 °C at 760 mmHg
• PKA: 12.47±0.70(Predicted)
• Flash Point: 152.355 °C
• PSA: 134.66000
• Density: 1.339 g/cm³
• LogP: -0.93820

Purity/Quality:

97% ^*data from raw suppliers

1,2,3,6-Tetra-O-acetyl-a-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE

There total 5 articles about 1,2,3,6-TETRA-O-ACETYL-ALPHA-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: 19.7%

1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose (10028-44-1) → 1,2,3,6-tetra-O-acetyl-α-D-glucopyranoside (55286-97-0) + 1,2,3,4-tetra-O-acetyl-α-D-glucopyranoside (13100-46-4,18977-22-5,27539-65-7,28154-37-2,51008-88-9,51897-82-6,57128-41-3,61474-17-7,65620-65-7,70613-80-8,73366-80-0,78148-86-4,80184-00-5,104195-07-5)

Guidance literature:

With acetic acid; at 80 ℃; for 0.5h;

Reference yield:

α-D-glucopyranose peracetylate (604-68-2) → 1,2,3,6-tetra-O-acetyl-α-D-glucopyranoside (55286-97-0) + 2,3,4,5-tetra-O-acetyl-D-glucopyranose (3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3)

Guidance literature:

With lipase from Pseudomonas fluorescens; phosphate buffer pH 7; In acetonitrile; Product distribution; var. pH, var. lipases;

DOI:10.1016/S0960-894X(99)00053-0

Reference yield:

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) → 1,2,3,6-tetra-O-acetyl-α-D-glucopyranoside (55286-97-0) + 1,2,3,4-tetra-O-acetyl-α-D-glucopyranoside (13100-46-4,18977-22-5,27539-65-7,28154-37-2,51008-88-9,51897-82-6,57128-41-3,61474-17-7,65620-65-7,70613-80-8,73366-80-0,78148-86-4,80184-00-5,104195-07-5)

Guidance literature:

With potassium dihydrogenphosphate; Candida rugosa lipase; In 1,4-dioxane; at 30 ℃; for 48h; pH=4;

DOI:10.1002/ejoc.200700017

upstream raw materials:

1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose

α-D-glucopyranose peracetylate

D-glucose pentaacetate

1,2,3,4-tetra-O-acetyl-6-O-benzoyl-α-D-glucopyranose

Downstream raw materials:

1,2,3,6-tetra-O-acetyl-4-O-trityl-α-D-glucopyranose

1,2,3,6-tetra-O-acetyl-4-O-benzyl-α-D-glucopyranose

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