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

Base Information

Chemical Name: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
CAS No.:179807-72-8
Molecular Formula:C₅₅H₅₇NO₁₄
Molecular Weight:956.056
Hs Code.:

Synonyms: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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 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

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Technology Process of 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

There total 4 articles about 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 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: 95.0%

: 2-[(2R,4aR,6R,7R,8R,8aS)-6-Allyloxy-2-phenyl-8-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

: 108-24-7
acetic anhydride

: 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

Guidance literature:: With perchloric acid; at 20 ℃; for 0.333333h;
DOI:10.1016/j.tetlet.2006.03.133

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

: 179807-72-8
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

Guidance literature:: Multi-step reaction with 3 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

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