TREHALOSE OCTAACETATE

Base Information

• Chemical Name: TREHALOSE OCTAACETATE
• CAS No.: 25018-27-3
• Molecular Formula: C₂₈H₃₈O₁₉
• Molecular Weight: 678.598
• Mol file: 25018-27-3.mol

Synonyms:Trehalose,octaacetate (6CI,7CI,8CI); a-D-Glucopyranoside, 2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl, tetraacetate (9CI);2,3,4,6,2',3',4',6'-Octa-O-acetyl-a,a-trehalose; NSC 403987;Octa-O-acetyl-a,a-trehalose; TR 101; a,a-Trehalose octaacetate

Chemical Property of TREHALOSE OCTAACETATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 96-98 °C
• Boiling Point: 657.3°Cat760mmHg
• Flash Point: 270.5°C
• PSA: 238.09000
• Density: 1.37g/cm³
• LogP: -0.83080

Purity/Quality:

98%min ^*data from raw suppliers

Trehalose octaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TREHALOSE OCTAACETATE

There total 19 articles about TREHALOSE OCTAACETATE 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: 98.0%

TREHALOSE (99-20-7) + acetic anhydride (108-24-7) → trehalose octaacetate (25018-27-3)

Guidance literature:

montmorillonite K-10; for 16h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00178-6

Reference yield: 83.0%

trimethylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (19126-95-5) + hexanal (66-25-1) → 2,4,6-tri-n-pentyl-1,3,5-trioxane (7510-30-7) + Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester (22554-66-1,22554-67-2,25018-27-3,28140-36-5,55676-46-5,58691-31-9,58691-32-0,67772-73-0,74080-42-5,84049-75-2,97058-18-9,103475-61-2) + Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-tetrahydro-pyran-3-yl ester (133851-55-5)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 72h; Product distribution; other aldehydes; product yield depends on educt ratio and space requirement of aldehyde;

Reference yield: 37.0%

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) → Octa-O-acetyl-β-D-glucopyranosyl-β-D-glucopyranose (22554-66-1,22554-67-2,25018-27-3,28140-36-5,55676-46-5,58691-31-9,58691-32-0,67772-73-0,74080-42-5,84049-75-2,97058-18-9,103475-61-2)

Guidance literature:

With boron trifluoride diethyl etherate; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at 0 ℃; Molecular sieve;

DOI:10.1002/ejoc.201601439

upstream raw materials:

TREHALOSE

acetic anhydride

2,2-dimethoxy-propane

6,6'-O-di(tert-butyldiphenylsilyl)-D-trehalose

Downstream raw materials:

2,3,4,6,2',3',4',6'-octa-O-methyl-α,α-trehalose