4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

Base Information

Chemical Name:4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside
CAS No.:126777-68-2
Molecular Formula:C₂₆H₃₈N₂O₁₈
Molecular Weight:666.59
Hs Code.:

Synonyms:4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

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Chemical Property of 4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

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Technology Process of 4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

There total 13 articles about 4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside 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: 64.0%

: 126777-67-1
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-β-D-mannopyranoside

: 126777-68-2
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

Guidance literature:: With trifluoroacetic acid; In chloroform; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(89)85112-2

Reference yield:

: 20672-67-7
methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 126777-68-2
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) silver trifluoromethanesulfonate, 2,4,6-trimethylpyridine, 2.) 4A molecular sieves, hydrazine hydrate, 3.) pyridine / 1.) CH₂Cl₂, 4.5 h, 2.) ethanol, 3 h, 3.) 90 deg C, 30 min

2: H₂ / 10percent Pd-C / acetic acid / 24 h / 2587.7 Torr / Ambient temperature

3: 72.5 percent / pyridine / Ambient temperature

4: 90 percent / 1percent conc. H₂SO₄ / 12 h / Ambient temperature

5: 79 percent / 31percent HBr / CH₂Cl₂; acetic acid / 12 h / 0 °C

6: 66.5 percent / Hg(CN)2, molecular sieves 4 Angstroem / acetonitrile / 3 h / Ambient temperature

7: 67 percent / sodium methoxide / methanol / Ambient temperature

8: 64 percent / trifluoroacetic acid / CHCl₃ / 4 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; sodium methylate; silver trifluoromethanesulfonate; mercury(II) cyanide; hydrazine hydrate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; chloroform; acetic acid; acetonitrile;
DOI:10.1016/0008-6215(89)85112-2

Reference yield:

: 126777-56-8
methyl 2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 126777-68-2
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-α-D-mannopyranosyl)(1->6)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / 10percent Pd-C / acetic acid / 24 h / 2587.7 Torr / Ambient temperature

2: 72.5 percent / pyridine / Ambient temperature

3: 90 percent / 1percent conc. H₂SO₄ / 12 h / Ambient temperature

4: 79 percent / 31percent HBr / CH₂Cl₂; acetic acid / 12 h / 0 °C

5: 66.5 percent / Hg(CN)2, molecular sieves 4 Angstroem / acetonitrile / 3 h / Ambient temperature

6: 67 percent / sodium methoxide / methanol / Ambient temperature

7: 64 percent / trifluoroacetic acid / CHCl₃ / 4 h / Ambient temperature

With pyridine; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; sodium methylate; mercury(II) cyanide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; chloroform; acetic acid; acetonitrile;
DOI:10.1016/0008-6215(89)85112-2