methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside
CAS No.:131316-89-7
Molecular Formula:C₇₀H₈₀O₂₆
Molecular Weight:1337.39
Hs Code.:

methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

Synonyms:methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

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Technology Process of methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

There total 12 articles about methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside 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: 70.0%

: 116302-67-1
2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl bromide

: 131289-49-1
methyl 2,4-di-O-acetyl-6-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

: 131316-89-7
methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; Ambient temperature;
DOI:10.1016/0008-6215(90)80133-N

Reference yield:

: 40653-15-4
methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

: 131316-89-7
methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 1) magnesium, dibromoethane / 1) THF, reflux, 2) 2 h, 0 deg C

2: 3.7 g / 30percent H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 15 h / Heating

3: pyridine / 0 deg C to r. t., overnight

4: 0.41 g / pyridine, 4-dimethylaminopyridine / 0.5 h

5: 82 percent / H₂ / 10percent Pd-C / ethyl acetate / 24 h / 3000.2 Torr

6: p-toluenesulfonic acid / acetonitrile / 0.5 h / Ambient temperature

7: pyridine, 4-dimethylaminopyridine / acetonitrile / 1 h

8: 0.58 g / 90percent aq. trifluoroacetic acid / acetonitrile / 0.5 h

9: halide-assisted

10: 92 percent / aq. 70percent acetic acid / 36 h / Ambient temperature

11: 70 percent / silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, 4 Angstroem molecular sieves / toluene; CH₂Cl₂ / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; dmap; 1,1-Dibromoethane; 4 A molecular sieve; hydrogen; dihydrogen peroxide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; magnesium; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/0008-6215(90)80133-N

Reference yield:

: 131289-43-5
methyl 6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-(tert-butyldimethylsilyl)-L-glycero-α-D-manno-heptopyranoside

: 131316-89-7
methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / H₂ / 10percent Pd-C / ethyl acetate / 24 h / 3000.2 Torr

2: p-toluenesulfonic acid / acetonitrile / 0.5 h / Ambient temperature

3: pyridine, 4-dimethylaminopyridine / acetonitrile / 1 h

4: 0.58 g / 90percent aq. trifluoroacetic acid / acetonitrile / 0.5 h

5: halide-assisted

6: 92 percent / aq. 70percent acetic acid / 36 h / Ambient temperature

7: 70 percent / silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, 4 Angstroem molecular sieves / toluene; CH₂Cl₂ / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; dmap; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/0008-6215(90)80133-N