methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
CAS No.:403725-14-4
Molecular Formula:C₆₁H₇₆O₁₇
Molecular Weight:1081.26
Hs Code.:

methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Synonyms:methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Chemical Property of methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 10 articles about methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(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: 87.0%

: ethyl 6-O-benzyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 229956-33-6
methyl 2,3,6-tri-O-benzyl-4-O-(benzyl 2,3-di-O-methyl-5-C-ethyl-β-D-glucopyranosyluronate)-α-D-glucopyranoside

: methyl (6-O-benzyl-2,3,4-tri-O-methyl-β-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 403725-14-4
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 - 0 ℃; for 1.5h;
DOI:10.1055/s-2002-19302

Reference yield:

: 202648-84-8
1,2,4,6-tetra-O-acetyl-3-O-methyl-5-C-vinyl-β-D-gluco-pyranose

: 403725-14-4
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / TMSOTf; molecular sieves / CH₂Cl₂ / 2 h / -78 - 20 °C

2: Na; MeOH / 3 h / 20 °C

3: 1.7 g / p-TsOH / acetone / 16 h / 20 °C

4: NaH / tetrahydrofuran / 1 h / 20 °C

5: 1.16 g / aq. AcOH / 3 h / 70 °C

6: 100 percent / H₂ / PtO₂ / ethyl acetate / 0.17 h / 20 °C / 1050.08 Torr

7: Bu₄NCl; aq. NaOCl; TEMPO / NaHCO₃; NaCl / CH₂Cl₂ / 0.5 h / 0 °C / KBr also present

8: 415 mg / Bu₄NCl; NaHCO₃ / CH₂Cl₂; H₂O / 0.75 h / 20 °C

9: 72 percent / NIS; molecular sieves 4 Angstroem; TfOH / CH₂Cl₂; diethyl ether / 0.5 h / -40 °C

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl-ammonium chloride; hydrogen; sodium; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; platinum(IV) oxide; sodium hydrogencarbonate; sodium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1002/1521-3765(20011119)7:22<4821::AID-CHEM4821>3.0.CO;2-N

Reference yield:

: 202648-85-9
methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-β-D-glucopyranosyl)-α-D-glucano-side

: 403725-14-4
methyl (6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranosyl)-(1->4)-(benzyl 5-C-ethyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: Na; MeOH / 3 h / 20 °C

2: 1.7 g / p-TsOH / acetone / 16 h / 20 °C

3: NaH / tetrahydrofuran / 1 h / 20 °C

4: 1.16 g / aq. AcOH / 3 h / 70 °C

5: 100 percent / H₂ / PtO₂ / ethyl acetate / 0.17 h / 20 °C / 1050.08 Torr

6: Bu₄NCl; aq. NaOCl; TEMPO / NaHCO₃; NaCl / CH₂Cl₂ / 0.5 h / 0 °C / KBr also present

7: 415 mg / Bu₄NCl; NaHCO₃ / CH₂Cl₂; H₂O / 0.75 h / 20 °C

8: 72 percent / NIS; molecular sieves 4 Angstroem; TfOH / CH₂Cl₂; diethyl ether / 0.5 h / -40 °C

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetrabutyl-ammonium chloride; hydrogen; sodium; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; platinum(IV) oxide; sodium hydrogencarbonate; sodium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1002/1521-3765(20011119)7:22<4821::AID-CHEM4821>3.0.CO;2-N