6,6'-dicorynomycoloyl trehalose

Base Information

• Chemical Name: 6,6'-dicorynomycoloyl trehalose
• CAS No.: 59599-06-3
• Molecular Formula: C76H146O15
• Molecular Weight: 1299.96
• Mol file: 59599-06-3.mol

Synonyms:6,6'-dicorynomycoloyl trehalose

Chemical Property of 6,6'-dicorynomycoloyl trehalose

Chemical Property:

• PSA: 242.13000
• LogP: 16.80380

Purity/Quality:

6,6'-DICORYNOMYCOLOYL TREHALOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,6'-dicorynomycoloyl trehalose

There total 5 articles about 6,6'-dicorynomycoloyl trehalose 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:

C106H222O15Si8 (138552-17-7) → 6,6'-di-O-<(2RS,3RS)-3-hydroxy-2-tetradecyloctadecanoyl>-α,α-trehalose (24863-90-9,59599-06-3,93379-98-7,93602-72-3,93714-04-6)

Guidance literature:

With tetrabutyl ammonium fluoride; potassium carbonate; trifluoroacetic acid; Yield given. Multistep reaction; 1) CHCl₃, RT, 3-4 h, 2) oxolane, RT, 1.5 h;

DOI:10.1016/0008-6215(91)84089-W

Reference yield:

C118H182O15 (74501-36-3,125177-99-3) → (2S,3R)-3-Hydroxy-2-tetradecyl-octadecanoic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((2S,3R)-3-hydroxy-2-tetradecyl-octadecanoyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester (24863-90-9,59599-06-3,93379-98-7,93602-72-3,93714-04-6)

Guidance literature:

palladium on activated charcoal; Yield given;

DOI:10.1016/S0008-6215(00)85692-X

Reference yield:

→ 3-Hydroxy-2-tetradecyl-octadecanoic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(3-hydroxy-2-tetradecyl-octadecanoyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester (24863-90-9,59599-06-3,93379-98-7,93602-72-3,93714-04-6)

Guidance literature:

α,α-Trehalose, entspr. Fettsaeure;

DOI:10.1016/S0008-6215(00)84174-9

upstream raw materials:

C₁₀₆H₂₂₂O₁₅Si₈

C₁₁₈H₁₈₂O₁₅

6.6'-di-O-tosyl-2,3,4,2',3',4'-hexakis-O-trimethylsilyl-α,α-trehalose

potassium corynomycolate

Refernces

• 1、 Datta, Arun K.,Takayama, Kuni,Nashed, Mina A.,Anderson, Laurens. "An improved synthesis of trehalose 6-mono- and 6,6'-di-corynomycolates and related esters". . p. 95 - 109. Retrieved 2007/10/02.
• 2、 Liav, Avraham,Goren, Mayer B.. "SYNTHESIS OF 6,6'-di-O-ACYLATED α,α-TREHALOSES VIA 2,3,4,2',3',4'-HEXA-O-BENZYL-α,α-TREHALOSE". . p. C1 - C3. Retrieved 2007/10/02.