methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

Base Information

Chemical Name:methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside
CAS No.:849222-11-3
Molecular Formula:C₄₈H₆₁N₃O₁₇
Molecular Weight:952.022
Hs Code.:

methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

Synonyms:methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

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Chemical Property of methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

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Technology Process of methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

There total 17 articles about methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside 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: 75.0%

: 849222-10-2
methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-mannopyranosyl}-6-O-tert-butyldiphenylsilyl-2-deoxy-β-L-galactopyranoside

: 849222-11-3
methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1002/chem.200400862

Reference yield:

: (2S,3S,4S,5S,6S)-5-Azido-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol

: 849222-11-3
methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 12 steps

1: 1.00 g / pyridine / 4 h

2: CSA / dimethylformamide / 1 h

3: 943 mg / aq. AcOH / 0.25 h

4: 53 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf₂O / 3 Angstroem molecular sieves / CH₂Cl₂ / -60 - 20 °C

5: 62 percent / CSA / tetrahydrofuran; methanol / 18 h

6: 72 percent / DMAP; pyridine / 6 h

7: 71 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf₂O / 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -60 - -20 °C

8: ethylenediamine; 3 Angstroem molecular sieves / butan-1-ol / 12 h / 90 °C

9: 74 mg / pyridine / 3 h

10: Me₃P; H₂O / tetrahydrofuran / 72 h

11: 31 mg / pyridine / 16 h

12: 75 percent / HF*pyridine; pyridine / tetrahydrofuran

With pyridine; dmap; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,5-tri-tert-butylpyrimidine; 3 A molecular sieve; camphor-10-sulfonic acid; water; pyridine hydrogenfluoride; acetic acid; ethylenediamine; trimethylphosphane; 3 A molecular sieve; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1002/chem.200400862

Reference yield:

: 849222-01-1
methyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-L-galactopyranoside

: 849222-11-3
methyl 2-acetamido-4-O-acetyl-3-O-{2-acetamido-3-O-benzyl-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-mannopyranosyl}-2-deoxy-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 13 steps

1: t-BuOK / methanol / 1 h

2: 1.00 g / pyridine / 4 h

3: CSA / dimethylformamide / 1 h

4: 943 mg / aq. AcOH / 0.25 h

5: 53 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf₂O / 3 Angstroem molecular sieves / CH₂Cl₂ / -60 - 20 °C

6: 62 percent / CSA / tetrahydrofuran; methanol / 18 h

7: 72 percent / DMAP; pyridine / 6 h

8: 71 percent / 1-benzenesulfinyl piperidine; tri-tert-butylpyrimidine; Tf₂O / 3 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -60 - -20 °C

9: ethylenediamine; 3 Angstroem molecular sieves / butan-1-ol / 12 h / 90 °C

10: 74 mg / pyridine / 3 h

11: Me₃P; H₂O / tetrahydrofuran / 72 h

12: 31 mg / pyridine / 16 h

13: 75 percent / HF*pyridine; pyridine / tetrahydrofuran

With pyridine; dmap; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,5-tri-tert-butylpyrimidine; 3 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; water; pyridine hydrogenfluoride; acetic acid; ethylenediamine; trimethylphosphane; 3 A molecular sieve; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1002/chem.200400862