Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
CAS No.:179807-73-9
Molecular Formula:C₅₂H₅₃NO₁₄
Molecular Weight:915.991
Hs Code.:

Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

There total 5 articles about Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-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: 78.0%

: 179807-72-8
allyl 4,6-di-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 179807-73-9
Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With sodium acetate; palladium dichloride; In water; acetic acid; at 20 ℃; for 18h;
DOI:10.1080/00397919608005220

Reference yield:

: 114853-29-1
allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 179807-73-9
Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / p-TsOH / acetonitrile / 24 h / Ambient temperature

2: 74 percent / CuBr₂, Bu₄NBr / 1,2-dichloro-ethane; dimethylformamide / 72 h / 24 °C

3: aq. acetic acid / 2 h / 90 °C

4: pyridine

5: 78 percent / PdCl₂, NaOAc*3H₂O, / aq. acetic acid; H₂O / 18 h / 20 °C

With tetrabutylammomium bromide; sodium acetate; toluene-4-sulfonic acid; copper(ll) bromide; palladium dichloride; In pyridine; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/00397919608005220

Reference yield:

: 114853-35-9
allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 179807-73-9
Acetic acid (2R,3S,4R,5R,6R)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / CuBr₂, Bu₄NBr / 1,2-dichloro-ethane; dimethylformamide / 72 h / 24 °C

2: aq. acetic acid / 2 h / 90 °C

3: pyridine

4: 78 percent / PdCl₂, NaOAc*3H₂O, / aq. acetic acid; H₂O / 18 h / 20 °C

With tetrabutylammomium bromide; sodium acetate; copper(ll) bromide; palladium dichloride; In pyridine; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1080/00397919608005220