9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

Base Information

Chemical Name:9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester
CAS No.:236743-47-8
Molecular Formula:C₅₇H₆₇NO₁₇
Molecular Weight:1038.16
Hs Code.:

9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

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Chemical Property of 9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

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Technology Process of 9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

There total 8 articles about 9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl 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: 91.0%

: 81704-03-2
3,4,6-tri-O-acetyl-2-deoxy-2-phtalimido-α-D-galacto-pyranosyl bromide

: 236743-45-6
9-((2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester

: 236743-47-8
9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

Guidance literature:: With 2,3,5-trimethyl-pyridine; silver trifluoromethanesulfonate;
DOI:10.1080/07328309908544014

Reference yield:

: 64186-24-9
8-(methoxycarbonyl)octyl β-D-galactopyranoside

: 236743-47-8
9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / acetonitrile

2: 90 percent / NaH / dimethylformamide

3: NaCNBH₃; HCl / tetrahydrofuran

4: 91 percent / AgOTf; collidine

With 2,3,5-trimethyl-pyridine; hydrogenchloride; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Alkylation / 3: Ring cleavage / 4: Substitution;
DOI:10.1080/07328309908544014

Reference yield:

: 34957-73-8
methyl 9-hydroxynonanoate

: 236743-47-8
9-{(2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-[(2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yloxy}-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / Hg(CN)2; HgBr₂ / acetonitrile

2: NaOMe / methanol

3: p-TsOH / acetonitrile

4: 90 percent / NaH / dimethylformamide

5: NaCNBH₃; HCl / tetrahydrofuran

6: 91 percent / AgOTf; collidine

With 2,3,5-trimethyl-pyridine; hydrogenchloride; sodium methylate; silver trifluoromethanesulfonate; mercury(II) cyanide; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; mercury dibromide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Substitution / 3: Substitution / 4: Alkylation / 5: Ring cleavage / 6: Substitution;
DOI:10.1080/07328309908544014