methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside
CAS No.:164729-47-9
Molecular Formula:C₅₅H₅₈O₁₀
Molecular Weight:879.06
Hs Code.:

Synonyms:

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Chemical Property of methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

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Technology Process of methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

There total 9 articles about methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside 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

: 164729-47-9
methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

Guidance literature:: Multi-step reaction with 4 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

3: 97 percent / DMAP, pyridine / 12 h / Ambient temperature

4: 1.) Bu₄NI, NaI, molecular sieves 4A; 2.) DBU / 1.) DMSO, 80 deg C, 2 h; 2.) DMSO, 80 deg C, 2 h

With pyridine; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; 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

: 164729-47-9
methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

Guidance literature:: Multi-step reaction with 7 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

6: 97 percent / DMAP, pyridine / 12 h / Ambient temperature

7: 1.) Bu₄NI, NaI, molecular sieves 4A; 2.) DBU / 1.) DMSO, 80 deg C, 2 h; 2.) DMSO, 80 deg C, 2 h

With pyridine; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; methyl iodide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/0040-4020(94)01047-4

Reference yield:

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

: 164729-47-9
methyl 2,4-di-O-benzyl-6-deoxy-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-xylohex-5-enopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / p-TSA / acetone; H₂O / 8 h / Ambient temperature

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

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

4: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

5: 97 percent / DMAP, pyridine / 12 h / Ambient temperature

6: 1.) Bu₄NI, NaI, molecular sieves 4A; 2.) DBU / 1.) DMSO, 80 deg C, 2 h; 2.) DMSO, 80 deg C, 2 h

With pyridine; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In tetrahydrofuran; water; acetone;
DOI:10.1016/0040-4020(94)01047-4