methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

Base Information

Chemical Name:methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside
CAS No.:1448617-47-7
Molecular Formula:C₅₅H₆₀O₉S
Molecular Weight:897.142
Hs Code.:

Synonyms:methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

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Chemical Property of methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

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Technology Process of methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

There total 3 articles about methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-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: 45.0%

: p-toulenesulfonyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

: 130515-33-2
methyl 2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside

: 1448617-47-7
methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 20 ℃; for 18.25h; stereoselective reaction;

Reference yield:

: p-toluenesulfonyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

: 130515-33-2
methyl 2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside

: 1448617-47-7
methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

Guidance literature:: methyl 2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

p-toluenesulfonyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside; In tetrahydrofuran; at -78 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol4018547

Reference yield:

: 160549-11-1
3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose

: 1448617-47-7
methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-4-deoxy-4-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 18 h / -78 - 20 °C / Inert atmosphere

With potassium hexamethylsilazane; In tetrahydrofuran;
DOI:10.1021/ol4018547