benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside
CAS No.:220009-59-6
Molecular Formula:C₆₀H₆₁NO₁₄S
Molecular Weight:1052.21
Hs Code.:

Synonyms:benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

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Chemical Property of benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

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Technology Process of benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

There total 6 articles about benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-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: 65.0%

: ethyl 2,3,4-tri-O-benzyl-6-O-[(1-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-α-D-glucopyranos-3-yloxy)-carbonylethanoyl]-1-thio-α-D-mannopyranoside

: 220009-59-6
benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield: 65.0%

: 262605-47-0
benzyl 4,6-di-O-benzylidene-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

: 220009-59-6
benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield:

: 260779-97-3
ethyl 2,3,4-tri-O-benzyl-6-O-(hydroxycarbonylethanoyl)-1-thio-α-D-mannopyranoside

: 220009-59-6
benzyl 6-O-benzyl-2-deoxy-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-2-phthalimido-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Bu₃N; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 2.5 h / 20 °C

2: 65 percent / Et₃SiH; CF₃COOH / CH₂Cl₂ / 2.5 h / 20 °C

With triethylsilane; tributyl-amine; 2-chloro-1-methyl-pyridinium iodide; trifluoroacetic acid; In dichloromethane; 1: Acylation / 2: Ring cleavage;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K