2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

Base Information

Chemical Name:2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate
CAS No.:66895-55-4
Molecular Formula:C₄₀H₅₁N₂O₁₉P
Molecular Weight:894.821
Hs Code.:

Synonyms:2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

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Chemical Property of 2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

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Technology Process of 2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

There total 7 articles about 2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate 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: 89.0%

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: 135137-91-6
2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6’-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose

: 66895-55-4
2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -72 ℃; for 4h;
DOI:10.1016/S0008-6215(97)00261-9

Reference yield: 42.0%

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: 135137-91-6
2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranose

: 66895-55-4
2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

Guidance literature:: 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranose; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate; In tetrahydrofuran; at -78 - 20 ℃; for 2h;
DOI:10.1093/glycob/cwx017

Reference yield:

: 7284-18-6
chitobiose octaacetate

: 66895-55-4
2-deoxy-2-acetamido-4-O-(2-deoxy-2-acetamido-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-acetyl-α-D-glucopyranose 1-dibenzylphosphate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / N₂H₄*AcOH / dimethylformamide / 4 h / 20 °C

2.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 0.25 h / -78 °C

2.2: 77 percent / tetrahydrofuran; heptane; ethylbenzene / 2 h / 0 °C

With hydrazinium monoacetate; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; N,N-dimethyl-formamide;
DOI:10.1039/b208953j