ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside
CAS No.:670224-24-5
Molecular Formula:C₇₃H₈₄O₂₀S
Molecular Weight:1313.52
Hs Code.:

ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

Synonyms:ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

There total 5 articles about ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-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: 98.0%

: 108-24-7
acetic anhydride

: 670224-23-4
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-2-O-levulinoyl-1-thio-β-D-glucopyranoside

: 670224-24-5
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; for 18h;
DOI:10.1016/j.carres.2003.10.029

Reference yield:

: 108869-64-3,130177-78-5,129163-12-8
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 670224-24-5
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / trimethylsilyl triflate / CH₂Cl₂ / 2 h / -60 - 0 °C

2: DCC; DMAP / CH₂Cl₂ / 2 h / 20 °C

3: 368 mg / AcOH; water / 20 h / 20 °C

4: 70 percent / trimethylsilyl triflate / CH₂Cl₂ / 2 h / -60 °C

5: 98 percent / pyridine / 18 h

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; water; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/j.carres.2003.10.029

Reference yield:

: ethyl 4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside

: 670224-24-5
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-[2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-]-4-O-acetyl-2-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / trimethylsilyl triflate / CH₂Cl₂ / 2 h / -60 - 0 °C

2: DCC; DMAP / CH₂Cl₂ / 2 h / 20 °C

3: 368 mg / AcOH; water / 20 h / 20 °C

4: 70 percent / trimethylsilyl triflate / CH₂Cl₂ / 2 h / -60 °C

5: 98 percent / pyridine / 18 h

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; water; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/j.carres.2003.10.029