acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

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Chemical Name:acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester
CAS No.:496052-67-6
Molecular Formula:C₅₈H₆₃NO₁₆Si
Molecular Weight:1058.22
Hs Code.:

acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(<i>tert</i>-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-<i>b</i>]pyran-7-yl ester

Synonyms:acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

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Chemical Property of acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

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Technology Process of acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

There total 1 articles about acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 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: 70.0%

: tert-butyldiphenylsilyl 2-phthalimido-3,6-di-O-benzyl-2-deoxy-β-D-dlucopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 496052-67-6
acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

: 496052-66-5
tert-butyldiphenylsilyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: tert-butyldiphenylsilyl 2-phthalimido-3,6-di-O-benzyl-2-deoxy-β-D-dlucopyranoside; 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In dichloromethane; for 1.5h;

With silver trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1271/bbb.66.1904

Reference yield:

: 496052-67-6
acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

: 496052-68-7
2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-(tert-butyl-diphenyl-silanyloxy)-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.33 h / -10 °C

2: 0.86 g / NaOMe / methanol / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; In methanol; dichloromethane;
DOI:10.1271/bbb.66.1904

Reference yield:

: 496052-67-6
acetic acid 6-acetoxy-5-acetoxymethyl-2-[4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

: 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.33 h / -10 °C

2: 0.86 g / NaOMe / methanol / 2 h / 20 °C

3: 84 percent / Bu₄NI; NaH / dimethylformamide / 4 h / 0 - 20 °C

4: 91 percent / AcOH; TBAF / tetrahydrofuran / 24 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1271/bbb.66.1904