Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester
CAS No.:213459-92-8
Molecular Formula:C₄₈H₅₄N₄O₁₃
Molecular Weight:894.976
Hs Code.:

Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

There total 10 articles about Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-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: 93.0%

: 213459-90-6
C₅₈H₇₈N₄O₁₃Si₂

: 213459-92-8
Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: With toluene-4-sulfonic acid; In water; acetonitrile; for 2h;
DOI:10.1016/S0008-6215(98)00087-1

Reference yield:

: 129519-28-4
2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 213459-92-8
Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / NaCNBH₃, 4 Angstroem molecular sieves, 1M HCl / tetrahydrofuran; diethyl ether / 2.5 h

2: 66 percent / 4-dimethylaminopyridine / pyridine / 48 h

3: 84 percent / 4 Angstroem molecular sieves, N-iodosuccinimide, AgOTf / CH₂Cl₂ / 0.5 h / -50 °C

4: 93 percent / p-toluenesulfonic acid / acetonitrile; H₂O / 2 h

With hydrogenchloride; dmap; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0008-6215(98)00087-1

Reference yield:

: 169048-88-8
ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 213459-92-8
Acetic acid (2R,3S,4S,5R,6S)-6-(5-azido-pentyloxy)-5-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4R,5S,6R)-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / 4-dimethylaminopyridine / pyridine / 48 h

2: 84 percent / 4 Angstroem molecular sieves, N-iodosuccinimide, AgOTf / CH₂Cl₂ / 0.5 h / -50 °C

3: 93 percent / p-toluenesulfonic acid / acetonitrile; H₂O / 2 h

With dmap; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.1016/S0008-6215(98)00087-1