methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
CAS No.:192505-56-9
Molecular Formula:C₄₃H₅₀O₁₂
Molecular Weight:758.863
Hs Code.:

Synonyms:methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Chemical Property of methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 11 articles about methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 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: 91.0%

: 200712-63-6
methyl (benzyl 4-O-levulinyl-2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 192505-56-9
methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With pyridine; water; acetic acid; hydrazine; for 0.25h;
DOI:10.1002/(SICI)1521-3773(19981116)37:21<3009::AID-ANIE3009>3.0.CO;2-F

Reference yield:

: 200712-59-0
C₃₆H₄₄O₁₂

: 100-39-0
benzyl bromide

: 192505-56-9
methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2009.03.155

Reference yield:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 192505-56-9
methyl (benzyl 2,3-di-O-methyl-α-L-idopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: triflic acid; NIS; 4A molecular sieves / toluene / 2 h / -20 °C

2: 86 percent / NaOMe / methanol; CH₂Cl₂ / 1 h

3: 32.1 g / NaH / dimethylformamide / 20 °C

4: 27.5 g / CF₃COOH; water / CH₂Cl₂ / 0.42 h / 20 °C

5: triethylamine; DMAP / CH₂Cl₂ / 3 h / 50 °C

6: 38.5 g / triethylamine; DMAP / CH₂Cl₂

7: CrO₃; H₂SO₄ / acetone / 5 h / 0 °C

8: KHCO₃ / dimethylformamide / 20 °C

9: 91 percent / AcOH; hydrazine hydrate / pyridine / 1 h / 0 °C

With chromium(VI) oxide; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sulfuric acid; water; sodium methylate; sodium hydride; potassium hydrogencarbonate; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1: Etherification / 2: debenzoylation / 3: Methylation / 4: Hydrolysis / 5: Etherification / 6: Acylation / 7: Oxidation / 8: Esterification / 9: deprotection;
DOI:10.1016/S0008-6215(99)00067-1