4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside

Base Information

Chemical Name:4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside
CAS No.:131089-46-8
Molecular Formula:C27H40 N2 O18
Molecular Weight:680.6091
Hs Code.:
DSSTox Substance ID:DTXSID20156891
Wikidata:Q83025010
Mol file:131089-46-8.mol

Synonyms:4-NADGMG;4-nitrophenyl O-(2- acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside;4-nitrophenyl O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-(1-2)-O-(4-O-methyl-alpha-D-mannopyranosyl)-(1-6)-beta-D-glucopyranoside

Suppliers and Price of 4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of 4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:1024.1°Cat760mmHg
Flash Point:573.1°C
PSA：315.86000
Density:1.65g/cm³
LogP:-3.97650
XLogP3:-4.7
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:10
Exact Mass:680.22761243
Heavy Atom Count:47
Complexity:1050

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)NC1C(C(C(OC1OC2C(C(C(OC2OC3(C(C(C(C(O3)CO)O)O)O)C4=CC=C(C=C4)[N+](=O)[O-])CO)OC)O)CO)O)O
Isomeric SMILES:CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@H]([C@@H]([C@H](O[C@@H]2O[C@]3([C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC=C(C=C4)[N+](=O)[O-])CO)OC)O)CO)O)O

Technology Process of 4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-glucopyranoside

There total 18 articles about 4-Nitrophenyl O-(2-acetamido-2-deoxyglucopyranosyl)-(1-2)-O-(4-O-methylmannopyranosyl)-(1-6)-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: 85.0%

: 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

: 131089-46-8
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(4-O-methyl-α-D-mannopyranosyl)-(1->6)-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; Ambient temperature;
DOI:10.1016/0008-6215(90)80156-W

Reference yield:

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

: 131089-46-8
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(4-O-methyl-α-D-mannopyranosyl)-(1->6)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 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

10: 85 percent / sodium methoxide / methanol / Ambient temperature

With pyridine; potassium hydroxide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; water; hydrogen bromide; hydrogen; sodium methylate; mercury(II) cyanide; di(n-butyl)tin oxide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; 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

: 131089-46-8
4-nitrophenyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-O-(4-O-methyl-α-D-mannopyranosyl)-(1->6)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

8: 85 percent / sodium methoxide / methanol / Ambient temperature

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