N-Acetyllactosamine heptaacetate 98%

Base Information

• Chemical Name: N-Acetyllactosamine heptaacetate 98%
• CAS No.: 51450-25-0
• Molecular Formula: C₂₈H₃₉NO₁₈
• Molecular Weight: 677.614
• DSSTox Substance ID: DTXSID001108148
• Nikkaji Number: J3.626.803D

Synonyms:N-Acetyllactosamine heptaacetate 98%;DTXSID001108148;51450-25-0;W-203665;beta-D-Glucopyranose, 2-(acetylamino)-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-, 1,3,6-triacetate

Chemical Property of N-Acetyllactosamine heptaacetate 98%

Chemical Property:

• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 19
• Exact Mass: 677.21671339
• Heavy Atom Count: 47
• Complexity: 1200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC(=O)C)COC(=O)C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of N-Acetyllactosamine heptaacetate 98%

There total 9 articles about N-Acetyllactosamine heptaacetate 98% 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:

1,6:2,3-dianhydro-4-O-(4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose (78172-79-9) → 2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose (34384-83-3,36954-63-9,36954-64-0,51450-25-0,62867-69-0,71672-12-3,73208-61-4,79703-17-6,87982-92-1,145511-70-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 85.1 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 0 deg C, 30 min, RT, 20 h

2: 85.1 percent / NaN₃, NH₄Cl / hexamethylphosphoric acid triamide; H₂O / 24 h / 110 °C

3: 63.2 percent / 8N KOH / dioxane; methanol / 3.5 h / Heating

4: 83.3 percent / H₂O / acetic acid / 2 h / 80 °C

5: 93.1 percent / pyridine / 0 °C

6: 95.6 percent / H₂SO₄, AcOH, H₂O / 4 h / 0 - 5 °C

7: 1.) H₂, 2.) pyridine / 1.) Pd / 1.) MeOH, AcOEt, RT, 3 h, 2.) 0 deg C

With pyridine; barium dihydroxide; potassium hydroxide; sodium azide; sulfuric acid; water; hydrogen; ammonium chloride; acetic acid; barium(II) oxide; palladium; In 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.1893

Reference yield:

1,6-anhydro-2-azido-2-deoxy-4-O-(3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-β-D-glucopyranose (79636-25-2) → 2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose (34384-83-3,36954-63-9,36954-64-0,51450-25-0,62867-69-0,71672-12-3,73208-61-4,79703-17-6,87982-92-1,145511-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 83.3 percent / H₂O / acetic acid / 2 h / 80 °C

2: 93.1 percent / pyridine / 0 °C

3: 95.6 percent / H₂SO₄, AcOH, H₂O / 4 h / 0 - 5 °C

4: 1.) H₂, 2.) pyridine / 1.) Pd / 1.) MeOH, AcOEt, RT, 3 h, 2.) 0 deg C

With pyridine; sulfuric acid; water; hydrogen; acetic acid; palladium; In acetic acid;

DOI:10.1248/cpb.29.1893

Reference yield:

1,6:2,3-dianhydro-4-O-(3-O-benzyl-4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose (79636-23-0) → 2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose (34384-83-3,36954-63-9,36954-64-0,51450-25-0,62867-69-0,71672-12-3,73208-61-4,79703-17-6,87982-92-1,145511-70-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 85.1 percent / NaN₃, NH₄Cl / hexamethylphosphoric acid triamide; H₂O / 24 h / 110 °C

2: 63.2 percent / 8N KOH / dioxane; methanol / 3.5 h / Heating

3: 83.3 percent / H₂O / acetic acid / 2 h / 80 °C

4: 93.1 percent / pyridine / 0 °C

5: 95.6 percent / H₂SO₄, AcOH, H₂O / 4 h / 0 - 5 °C

6: 1.) H₂, 2.) pyridine / 1.) Pd / 1.) MeOH, AcOEt, RT, 3 h, 2.) 0 deg C

With pyridine; potassium hydroxide; sodium azide; sulfuric acid; water; hydrogen; ammonium chloride; acetic acid; palladium; In 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetic acid;

DOI:10.1248/cpb.29.1893

upstream raw materials:

acetic anhydride

1,6-anhydro-2-azido-2-deoxy-4-O-(3-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose

1,6-anhydro-2-azido-2-deoxy-4-O-(3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-β-D-glucopyranose

1,6:2,3-dianhydro-4-O-(3-O-benzyl-4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose

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