methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

Base Information

Chemical Name:methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside
CAS No.:173601-60-0
Molecular Formula:C₄₇H₆₀O₂₃
Molecular Weight:992.98
Hs Code.:

Synonyms:

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Chemical Property of methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

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Technology Process of methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

There total 9 articles about methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside 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

: 173601-60-0
methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / NaH / dimethylformamide / 5 h / Ambient temperature

2: 1.) sodium cyanoborohydride, 3 Angstroem molecular sieves, 2.) HCl / 1.) THF, from 0 to 5 deg C, 45 min, 2.) THF, Et₂O, 10 min

3: 1.) 4 Angstroem molecular sieves, 2.) methyl triflate / 1.) toluene, 25 deg C, 30 min, 2.) toluene, 24 h

4: 75 percent / PdCl₂, AcONa, H₂O, AcOH / 20 h / 10 °C

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; water; sodium acetate; sodium hydride; sodium cyanoborohydride; acetic acid; methyl trifluoromethanesulfonate; palladium dichloride; In N,N-dimethyl-formamide;

Reference yield:

: 173829-05-5
methyl 3-O-allyl-4,6-O-benzylidene-β-D-mannopyranoside

: 173601-60-0
methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / NaH / dimethylformamide / 5 h / Ambient temperature

2: 1.) sodium cyanoborohydride, 3 Angstroem molecular sieves, 2.) HCl / 1.) THF, from 0 to 5 deg C, 45 min, 2.) THF, Et₂O, 10 min

3: 1.) 4 Angstroem molecular sieves, 2.) methyl triflate / 1.) toluene, 25 deg C, 30 min, 2.) toluene, 24 h

4: 75 percent / PdCl₂, AcONa, H₂O, AcOH / 20 h / 10 °C

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; water; sodium acetate; sodium hydride; sodium cyanoborohydride; acetic acid; methyl trifluoromethanesulfonate; palladium dichloride; In N,N-dimethyl-formamide;

Reference yield:

: 152006-40-1
3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

: 173601-60-0
methyl 2,6-di-O-benzyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: Ac₂O, DMSO / 16 h / Ambient temperature

2: NaBH₄ / CH₂Cl₂; methanol / 5 h / 5 - 10 °C

3: 98 percent / NaH / dimethylformamide / 5 h / Ambient temperature

4: 1.) sodium cyanoborohydride, 3 Angstroem molecular sieves, 2.) HCl / 1.) THF, from 0 to 5 deg C, 45 min, 2.) THF, Et₂O, 10 min

5: 1.) 4 Angstroem molecular sieves, 2.) methyl triflate / 1.) toluene, 25 deg C, 30 min, 2.) toluene, 24 h

6: 75 percent / PdCl₂, AcONa, H₂O, AcOH / 20 h / 10 °C

With hydrogenchloride; sodium tetrahydroborate; 3 A molecular sieve; 4 A molecular sieve; water; sodium acetate; acetic anhydride; sodium hydride; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; methyl trifluoromethanesulfonate; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide;