4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside
CAS No.:131089-45-7
Molecular Formula:C₄₁H₅₄N₂O₂₅
Molecular Weight:974.878
Hs Code.:

4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

Synonyms:4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

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Chemical Property of 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

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Technology Process of 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

There total 17 articles about 4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-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:

: 82185-76-0
methyl 2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

: 131089-45-7
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / KOH, 18-Crown-6 / tetrahydrofuran / Ambient temperature; 1) 6 h, 2) 16 h

2: 68 percent / trifluoroacetic acid, water / CHCl₃ / 4 h / Ambient temperature

3: 1) dibutyltin oxide / 1) MeOH, reflux, 2 h, 2) 95-100 deg C, overnight

5: 81 percent / H₂ / 10percent Pd-C / acetic acid / 21 h / 2587.7 Torr / Ambient temperature

6: 91.5 percent / pyridine / Ambient temperature

7: 68 percent / conc. H₂SO₄ / 17 h / Ambient temperature

8: 97 percent / 31percent HBr / acetic acid; CH₂Cl₂ / 12 h / 0 °C

9: 1) Hg(CN)2, 4A molecular sieve / 1) benzene, nitromethane, reflux, 2) ca. 40 deg C, 15 h

With pyridine; potassium hydroxide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; water; hydrogen bromide; hydrogen; mercury(II) cyanide; di(n-butyl)tin oxide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; acetic acid;
DOI:10.1016/0008-6215(90)80156-W

Reference yield:

: 131089-38-8
methyl 6-O-benzyl-4-O-methyl-α-D-mannopyranoside

: 131089-45-7
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1) dibutyltin oxide / 1) MeOH, reflux, 2 h, 2) 95-100 deg C, overnight

3: 81 percent / H₂ / 10percent Pd-C / acetic acid / 21 h / 2587.7 Torr / Ambient temperature

4: 91.5 percent / pyridine / Ambient temperature

5: 68 percent / conc. H₂SO₄ / 17 h / Ambient temperature

6: 97 percent / 31percent HBr / acetic acid; CH₂Cl₂ / 12 h / 0 °C

7: 1) Hg(CN)2, 4A molecular sieve / 1) benzene, nitromethane, reflux, 2) ca. 40 deg C, 15 h

With pyridine; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; mercury(II) cyanide; di(n-butyl)tin oxide; palladium on activated charcoal; In dichloromethane; acetic acid;
DOI:10.1016/0008-6215(90)80156-W

Reference yield:

: 131089-37-7
methyl 6-O-benzyl-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

: 131089-45-7
4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 68 percent / trifluoroacetic acid, water / CHCl₃ / 4 h / Ambient temperature

2: 1) dibutyltin oxide / 1) MeOH, reflux, 2 h, 2) 95-100 deg C, overnight

4: 81 percent / H₂ / 10percent Pd-C / acetic acid / 21 h / 2587.7 Torr / Ambient temperature

5: 91.5 percent / pyridine / Ambient temperature

6: 68 percent / conc. H₂SO₄ / 17 h / Ambient temperature

7: 97 percent / 31percent HBr / acetic acid; CH₂Cl₂ / 12 h / 0 °C

8: 1) Hg(CN)2, 4A molecular sieve / 1) benzene, nitromethane, reflux, 2) ca. 40 deg C, 15 h

With pyridine; 4 A molecular sieve; sulfuric acid; water; hydrogen bromide; hydrogen; mercury(II) cyanide; di(n-butyl)tin oxide; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; chloroform; acetic acid;
DOI:10.1016/0008-6215(90)80156-W