3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Base Information

• Chemical Name: 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
• CAS No.: 64694-26-4
• Molecular Formula: C₄₆H₅₄O₁₁
• Molecular Weight: 782.928
• Mol file: 64694-26-4.mol

Synonyms:3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Chemical Property of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

There total 18 articles about 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 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: 79.0%

2,3,4,6-tetra-O-benzyl-1-O-(N-methylacetimidoyl)-β-D-galactopyranose (64801-10-1) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (64694-26-4)

Guidance literature:

With 4 A molecular sieve; toluene-4-sulfonic acid; In nitromethane; for 72h; Ambient temperature;

DOI:10.1016/S0008-6215(00)81040-X

Reference yield: 67.0%

(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran (4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (64694-26-4)

Guidance literature:

With silver imidazolate; tetrabutyl-ammonium chloride; mercury dichloride; In dichloromethane; for 24h; Ambient temperature; 3 Angstroem molecular sieves;

Reference yield: 62.0%

2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-D-galactopyranoside (172489-76-8) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1-3)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (64694-26-4)

Guidance literature:

With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 72h;

DOI:10.1016/S0040-4020(01)86571-6

upstream raw materials:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

S-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N,N,N',N'-tetramethyl-N''-phenylphosphorodiamidimidothioate

phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside

1,2:5,6-di-O-isopropylidene-3-O-trifluoromethanesulfonyl-α-D-allofuranose