2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

Base Information

Chemical Name:2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate
CAS No.:1448013-36-2
Molecular Formula:C₅₄H₆₂N₂O₁₄
Molecular Weight:963.091
Hs Code.:

Synonyms:2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

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Chemical Property of 2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

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Technology Process of 2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

There total 20 articles about 2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 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: 89.0%

: 1448013-23-7
2-N-acetyl-3,4-di-O-benzyl-6-O-prop-1-en-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

: 1448013-36-2
2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

Guidance literature:: With iodine; In tetrahydrofuran; water; for 3h;
DOI:10.1039/c3cc43545h

Reference yield:

: benzyl (2R)-2-hydroxy-3-benzyloxypropanoate

: 1448013-36-2
2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 1 h / -20 - -10 °C / Molecular sieve

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 1.5 h / 0 - 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 1 h / -20 - -10 °C / Molecular sieve

4: pyridine / 24 h

5: (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen / tetrahydrofuran / 0.5 h

6: pyridine; hydrazine hydrate; acetic acid / dichloromethane / 0.42 h

7: iodine / water; tetrahydrofuran / 3 h

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; hydrogen; iodine; hydrazine hydrate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; aq. phosphate buffer; diethyl ether; dichloromethane; water;
DOI:10.1039/c3cc43545h

Reference yield:

: 10433-52-0,32520-12-0
O-benzyl-D-serine

: 1448013-36-2
2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate

Guidance literature:: Multi-step reaction with 9 steps

1: sodium nitrite; sulfuric acid / water / 5 h / 0 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 24.5 h / 0 - 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 1 h / -20 - -10 °C / Molecular sieve

4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 1.5 h / 0 - 20 °C

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 1 h / -20 - -10 °C / Molecular sieve

6: pyridine / 24 h

7: (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen / tetrahydrofuran / 0.5 h

8: pyridine; hydrazine hydrate; acetic acid / dichloromethane / 0.42 h

9: iodine / water; tetrahydrofuran / 3 h

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; iodine; potassium carbonate; hydrazine hydrate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; In tetrahydrofuran; aq. phosphate buffer; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c3cc43545h