Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Base Information

Chemical Name:Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate
CAS No.:171356-86-8
Molecular Formula:C₆₅H₇₆O₂₁
Molecular Weight:1193.31
Hs Code.:

Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

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Chemical Property of Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

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Technology Process of Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

There total 5 articles about Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)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: 46.0%

: 171356-82-4
Methyl O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 171356-86-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; 1.) r.t., 10 min, 2.) -15 deg C, 1 h;

Reference yield:

: 116346-43-1
Methyl O-(4,6-O-benzylidene-α-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside

: 171356-86-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / Ambient temperature

2: NaH / dimethylformamide / 4 h / Ambient temperature

3: 91 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

4: 84 percent / PDC, Ac₂O / CH₂Cl₂ / 4 h / Ambient temperature

5: 87 percent / NaCNBH₃, HCl, 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.5 h / Ambient temperature

6: 46 percent / AgOTf, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) r.t., 10 min, 2.) -15 deg C, 1 h

With 1H-imidazole; hydrogenchloride; dipyridinium dichromate; 3 A molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; acetic anhydride; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: (2R,4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-3-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 171356-86-8
Methyl O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(tert-butyl 2,3-di-O-benzyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 4 h / Ambient temperature

2: 91 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

3: 84 percent / PDC, Ac₂O / CH₂Cl₂ / 4 h / Ambient temperature

4: 87 percent / NaCNBH₃, HCl, 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.5 h / Ambient temperature

5: 46 percent / AgOTf, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) r.t., 10 min, 2.) -15 deg C, 1 h

With hydrogenchloride; dipyridinium dichromate; 3 A molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; acetic anhydride; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;