methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

Base Information

Chemical Name:methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate
CAS No.:311797-27-0
Molecular Formula:C₅₃H₅₈O₁₄
Molecular Weight:919.035
Hs Code.:

Synonyms:methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

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Chemical Property of methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

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Technology Process of methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

There total 16 articles about methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 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: 64.0%

: 113765-22-3
methyl (allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

: 311350-26-2
methyl (ethyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-1-thio-β-D-galactopyranosid)uronate

: 311797-27-0
methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

Guidance literature:: With iodonium(di-γ-collidine) perchlorate; In diethyl ether; dichloromethane; at 0 - 20 ℃; for 3.66667h;
DOI:10.1080/07328300008544125

Reference yield:

: 130506-36-4
methyl (allyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate

: 311797-27-0
methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / hydrochloric acid / methanol / 24 h / 20 °C

2.1: 92 percent / p-TsOH*H₂O / acetone / 24 h / 20 °C

3.1: 76 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / 15 h / 20 °C

4.1: 80 percent / TFA; H₂O / acetic acid / 1 h / 20 °C

5.1: di-n-butyltin oxide / toluene / 2 h / Heating

5.2: 58 percent / tetra-n-butylammonium bromide / toluene / 4 h / 60 - 85 °C

6.1: 64 percent / iodonium di-sym-collidine perchlorate / CH₂Cl₂; diethyl ether / 3.67 h / 0 - 20 °C

With hydrogenchloride; trifluorormethanesulfonic acid; iodonium(di-γ-collidine) perchlorate; water; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; diethyl ether; n-heptane; dichloromethane; acetic acid; acetone; toluene; 1.1: Deacetylation / 2.1: Substitution / 3.1: Alkylation / 4.1: Hydrolysis / 5.1: Substitution / 5.2: Substitution / 6.1: Substitution;
DOI:10.1080/07328300008544125

Reference yield:

: 119752-47-5,141520-78-7,130506-37-5
methyl (allyl β-D-galactopyranoside)uronate

: 311797-27-0
methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / p-TsOH*H₂O / acetone / 24 h / 20 °C

2.1: 76 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / 15 h / 20 °C

3.1: 80 percent / TFA; H₂O / acetic acid / 1 h / 20 °C

4.1: di-n-butyltin oxide / toluene / 2 h / Heating

4.2: 58 percent / tetra-n-butylammonium bromide / toluene / 4 h / 60 - 85 °C

5.1: 64 percent / iodonium di-sym-collidine perchlorate / CH₂Cl₂; diethyl ether / 3.67 h / 0 - 20 °C

With trifluorormethanesulfonic acid; iodonium(di-γ-collidine) perchlorate; water; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In diethyl ether; n-heptane; dichloromethane; acetic acid; acetone; toluene; 1.1: Substitution / 2.1: Alkylation / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: Substitution;
DOI:10.1080/07328300008544125