2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione
CAS No.:179807-71-7
Molecular Formula:C₅₁H₅₃NO₁₂
Molecular Weight:871.981
Hs Code.:

2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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Technology Process of 2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

There total 3 articles about 2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 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:

: 179916-27-9
allyl 4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 179807-71-7
2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: In acetic acid; at 90 ℃; for 2h; Yield given;
DOI:10.1080/00397919608005220

Reference yield:

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

: 179807-71-7
2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 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

With tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide; In 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

: 179807-71-7
2-[(2R,3R,4R,5S,6R)-2-Allyloxy-5-hydroxy-6-hydroxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

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

2: aq. acetic acid / 2 h / 90 °C

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