1,2,3,4-TETRA-O-ACETYL-6-O-(TRIPHENYLMETHYL)-BETA-D-GLUCOPYRANOSE

Base Information

• Chemical Name: 1,2,3,4-TETRA-O-ACETYL-6-O-(TRIPHENYLMETHYL)-BETA-D-GLUCOPYRANOSE
• CAS No.: 10028-44-1
• Molecular Formula: C33H34O10
• Molecular Weight: 590.627
• Mol file: 10028-44-1.mol

Synonyms:Glucopyranose,6-O-trityl-, tetraacetate, a-D- (8CI);NSC 52915;1,2,3,4-tetra-O-acetyl-6-O-tritylhexopyranose;[4,5,6-triacetyloxy-2-(trityloxymethyl)oxan-3-yl] acetate;

Chemical Property of 1,2,3,4-TETRA-O-ACETYL-6-O-(TRIPHENYLMETHYL)-BETA-D-GLUCOPYRANOSE

Chemical Property:

• Vapor Pressure: 6.08E-16mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 633.3 °C at 760 mmHg
• Flash Point: 262.6 °C
• PSA: 123.66000
• Density: 1.28 g/cm³
• LogP: 4.07820

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-TETRA-O-ACETYL-6-O-TRIPHENYLMETHYL-ALPHA-D-GLUCOPYRANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4-TETRA-O-ACETYL-6-O-(TRIPHENYLMETHYL)-BETA-D-GLUCOPYRANOSE

There total 14 articles about 1,2,3,4-TETRA-O-ACETYL-6-O-(TRIPHENYLMETHYL)-BETA-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: 41.0%

alpha-D-glucopyranose (492-62-6) + acetic anhydride (108-24-7) + trityl chloride (76-83-5) → 1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose (10028-44-1) + 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose (37074-90-1)

Guidance literature:

With pyridine; at 80 - 100 ℃; Cooling;

Reference yield:

6-O-trityl-α-D-glucose (54325-28-9) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose (10028-44-1) + 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose (37074-90-1)

Guidance literature:

With pyridine; Yield given. Yields of byproduct given;

Reference yield:

alpha-D-glucopyranose (492-62-6) → 1,2,3,4-tetra-O-acetyl-6-O-triphenylmethyl-α-D-glucopyranose (10028-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Heating

2: pyridine / 12 h / 20 °C

With pyridine;

DOI:10.1021/ja0028222

upstream raw materials:

D-glucose

bromo-triphenyl-methane

6-O-trityl-α-D-glucose

acetic anhydride

Downstream raw materials:

1,2,3,6-tetra-O-acetyl-α-D-glucopyranoside

1,2,3,4-tetra-O-acetyl-α-D-glucopyranoside

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

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