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

Base Information

Chemical Name:allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:273384-30-8
Molecular Formula:C₄₆H₅₄O₁₀
Molecular Weight:766.929
Hs Code.:

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

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

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

There total 5 articles about allyl 4-O-benzyl-2,3-O-isopropylidene-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: 82.0%

: 100-39-0
benzyl bromide

: 273384-28-4
allyl 2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

: 273384-30-8
allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0008-6215(99)00315-8

Reference yield:

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

: 273384-30-8
allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 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: 82 percent / NaH (in oil) / dimethylformamide / 20 °C

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

Reference yield:

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

: 273384-30-8
allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 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: 82 percent / NaH (in oil) / dimethylformamide / 20 °C

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