allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:273384-31-9
Molecular Formula:C₄₄H₅₂O₁₁
Molecular Weight:756.89
Hs Code.:

Synonyms:allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

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Chemical Property of allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

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Technology Process of allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

There total 6 articles about allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 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: 67.0%

: 273384-29-5
allyl 2,3-O-isopropylidene-4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

: 273384-31-9
allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With acetic acid; at 50 ℃; for 2.5h;
DOI:10.1016/S0008-6215(99)00315-8

Reference yield:

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 273384-31-9
allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 4 Angstroem mol. sieves; silver triflate / CH₂Cl₂ / 24 h / 20 °C

2: 70 percent / NaOMe / methanol / 24 h / 20 °C

3: 93 percent / p-TsOH / 24 h / 20 °C

4: 65 percent / NaH / dimethylformamide; light petroleum / 20 °C

5: 67 percent / 80 percent aq. AcOH / 2.5 h / 50 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; Petroleum ether; 1: Etherification / 2: Deacetylation / 3: Etherification / 4: Etherification / 5: Hydrolysis;
DOI:10.1016/S0008-6215(99)00315-8

Reference yield:

: 150969-29-2
allyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside

: 273384-31-9
allyl 4-O-(p-methoxybenzyl)-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 4 Angstroem mol. sieves; silver triflate / CH₂Cl₂ / 24 h / 20 °C

2: 70 percent / NaOMe / methanol / 24 h / 20 °C

3: 93 percent / p-TsOH / 24 h / 20 °C

4: 65 percent / NaH / dimethylformamide; light petroleum / 20 °C

5: 67 percent / 80 percent aq. AcOH / 2.5 h / 50 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; Petroleum ether; 1: Etherification / 2: Deacetylation / 3: Etherification / 4: Etherification / 5: Hydrolysis;
DOI:10.1016/S0008-6215(99)00315-8