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

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside
CAS No.:147906-79-4
Molecular Formula:C₆₁H₇₄O₁₁Si
Molecular Weight:1011.34
Hs Code.:

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

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

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

There total 7 articles about methyl 3,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-2-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:

: 100-39-0
benzyl bromide

: 164729-40-2
methyl 6-O-tert.butyldimethylsilyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

: 147906-79-4
methyl 3,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 25 ℃;
DOI:10.1039/c39930000062

Reference yield:

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

: 147906-79-4
methyl 3,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92.3 percent / p-TSA / acetone; H₂O / 4 h / Ambient temperature

2: 95 percent / DMAP, pyridine / 0.5 h / Ambient temperature

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

With pyridine; dmap; sodium hydride; toluene-4-sulfonic acid; In water; acetone;
DOI:10.1016/0040-4020(94)01047-4

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 147906-79-4
methyl 3,4-di-O-benzyl-6-O-tert.butyldimethylsilyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 26 percent / MeI, molecular sieves 4A / CH₂Cl₂ / 120 h / 50 °C

2: 92.3 percent / p-TSA / acetone; H₂O / 4 h / Ambient temperature

3: 95 percent / DMAP, pyridine / 0.5 h / Ambient temperature

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

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