(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

Base Information

Chemical Name:(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid
CAS No.:149359-32-0
Molecular Formula:C₄₂H₅₂NO₁₆P
Molecular Weight:857.846
Hs Code.:

Synonyms:(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

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Chemical Property of (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

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Technology Process of (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

There total 8 articles about (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid 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: 91.0%

: 149359-31-9
diethyl (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonate

: 149359-32-0
(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

Guidance literature:: diethyl (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonate; With trimethylsilyl bromide; In dichloromethane; for 2h;

With water; In acetone; for 0.333333h;
DOI:10.1016/j.bmc.2004.09.019

Reference yield:

: 7772-87-4
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride

: 149359-32-0
(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / silver(I) trifluoromethanesulfonate; collidine; molecular sieves 4 Angstroem / CH₂Cl₂ / -30 - 20 °C

2.1: hydrazine hydrate / ethanol; H₂O / 1.5 h / 80 °C

2.2: 88 percent / pyridine / 12 h

3.1: bromotrimethylsilane / CH₂Cl₂ / 2 h

3.2: 91 percent / water / acetone / 0.33 h

With 2,3,5-trimethyl-pyridine; trimethylsilyl bromide; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazine hydrate; In ethanol; dichloromethane; water;
DOI:10.1016/j.bmc.2004.09.019

Reference yield:

: 149359-30-8
diethyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonate

: 149359-32-0
(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)methylphosphonic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrazine hydrate / ethanol; H₂O / 1.5 h / 80 °C

1.2: 88 percent / pyridine / 12 h

2.1: bromotrimethylsilane / CH₂Cl₂ / 2 h

2.2: 91 percent / water / acetone / 0.33 h

With trimethylsilyl bromide; hydrazine hydrate; In ethanol; dichloromethane; water;
DOI:10.1016/j.bmc.2004.09.019