4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

Base Information

Chemical Name:4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside
CAS No.:128716-47-2
Molecular Formula:C₇₀H₈₀O₁₉
Molecular Weight:1225.39
Hs Code.:

4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

Synonyms:4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

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Chemical Property of 4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

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Technology Process of 4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

There total 12 articles about 4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside 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: 82.0%

: 128716-46-1
4-methoxybenzyl 2,4-di-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

: 128716-35-8,128716-53-0
3,4,6-tri-O-acetyl-2-O-allyl-α,β-D-galactopyranosyl trichloroacetimidate

: 128716-47-2
4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In diethyl ether; at -30 ℃; for 0.5h;
DOI:10.1016/0008-6215(89)85090-6

Reference yield:

: 100-39-0
benzyl bromide

: 128716-47-2
4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / sodium hydride / dimethylformamide / 2 h / Ambient temperature

2: 59 percent / methyl triflate, powdered molecular sieves (4 Angstroem) / diethyl ether

3: 1.) KOBu^t, 2.) 0.1 M hydrochloric acid / 1.) N,N-dimethylformamide, 80 deg C, 2.5 h, 2.) acetone, reflux, 30 min; or with tris(triphenylphosphine)rhodium(I) chloride, HgO, HgCl₂

4: 82 percent / trimethylsilyl triflate, powdered molecular sieves (3 Angstroem) / diethyl ether / 0.5 h / -30 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; potassium tert-butylate; sodium hydride; methyl trifluoromethanesulfonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)85090-6

Reference yield:

: 65730-91-8
2-O-allyl-1,6-anhydro-β-D-galactopyranose

: 128716-47-2
4-methoxybenzyl 2,4-di-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / pyridine / Ambient temperature

2: 97 percent / trifluoroacetic acid / 18 h / Ambient temperature

3: 82 percent / hydrazine acetate / dimethylformamide

4: 66 percent / potassium carbonate / CH₂Cl₂ / 2 h

5: 82 percent / trimethylsilyl triflate, powdered molecular sieves (3 Angstroem) / diethyl ether / 0.5 h / -30 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrazinium monoacetate; potassium carbonate; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)85090-6