1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

Base Information

Chemical Name:1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside
CAS No.:82755-03-1
Molecular Formula:C₅₃H₈₉NO₉
Molecular Weight:884.291
Hs Code.:

Synonyms:1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

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Chemical Property of 1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

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Technology Process of 1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

There total 9 articles about 1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-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: 100.0%

: 82755-02-0
allyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

: 82755-03-1
1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

Guidance literature:: With (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; at 35 ℃; for 4h;
DOI:10.1016/S0040-4039(00)87231-7

Reference yield:

: 40608-06-8
levulinic anhydride

: 82755-03-1
1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 4-(dimethylamino)pyridine / pyridine; dioxane / 0.5 h / 20 °C

2: 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate / tetrahydrofuran / 4 h / 30 - 35 °C

With dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; pyridine;

Reference yield:

: 82754-99-2
allyl 3-O-benzyl-4,6-O-isopropylidene-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

: 82755-03-1
1-propenyl 3-O-benzyl-4-O-levulinoyl-6-O-palmitoyl-2-deoxy-2-(palmitoylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid; H₂O / 0.33 h / 90 °C

2: pyridine / CH₂Cl₂ / 1.) 2 h, -15 deg C; 2.) 20 deg C, 15 min

3: 88 percent / 4-(dimethylamino)pyridine / pyridine; dioxane / 0.5 h / 20 °C

4: 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate / tetrahydrofuran / 4 h / 30 - 35 °C

With pyridine; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; acetic acid;