methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside
CAS No.:164729-45-7
Molecular Formula:C₅₅H₆₀O₁₁
Molecular Weight:897.075
Hs Code.:

Synonyms:methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

There total 7 articles about methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside 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: 95.0%

: 164729-44-6
methyl 2,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

: 164729-45-7
methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h; Ambient temperature;
DOI:10.1016/0040-4020(94)01047-4

Reference yield:

: 100-39-0
benzyl bromide

: 164729-45-7
methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, r.t., 10 min; 2.) DMF, r.t., 30 min

2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran;
DOI:10.1016/0040-4020(94)01047-4

Reference yield:

: 126330-73-2
2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 164729-45-7
methyl 2,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 51 percent / MeI, molecular sieves 4A / CH₂Cl₂ / 120 h / 50 °C

2: 95 percent / p-TSA / acetone; H₂O / 8 h / Ambient temperature

3: 96 percent / DMAP, pyridine / 2 h / Ambient temperature

4: 1.) NaH / 1.) DMF, r.t., 10 min; 2.) DMF, r.t., 30 min

5: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

With pyridine; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/0040-4020(94)01047-4