Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:345320-65-2
Molecular Formula:C₄₅H₅₁N₃O₁₂
Molecular Weight:825.913
Hs Code.:

Synonyms:Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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

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Chemical Property of Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 8 articles about Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-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: 65.0%

: 345320-63-0
Methyl 2,3-di-O-acetyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-6-O-(p-tolylsulfonyl)-β-D-galactopyranoside

: 345320-65-2
Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With sodium azide; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 110 ℃; for 24h;
DOI:10.1039/b009685g

Reference yield:

: 34820-01-4,6344-46-3
methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside

: 345320-65-2
Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / NIS; AgOTf; molecular sieves 4 Angstroem / CH₂Cl₂

2: 97 percent / NaOMe / methanol / 5 h / Heating

3: pyridine / 3 h

4: pyridine / 48 h

5: aq. AcOH / 1 h / 60 °C

6: 66 percent / pyridine / 48 h / 20 °C

7: 65 percent / NaN₃; Bu₄NI / dimethylformamide / 24 h / 110 °C

With pyridine; N-iodo-succinimide; sodium azide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b009685g

Reference yield:

: 125411-99-6
ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 345320-65-2
Methyl 2,3-di-O-acetyl-6-azido-6-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / NIS; AgOTf; molecular sieves 4 Angstroem / CH₂Cl₂

2: 97 percent / NaOMe / methanol / 5 h / Heating

3: pyridine / 3 h

4: pyridine / 48 h

5: aq. AcOH / 1 h / 60 °C

6: 66 percent / pyridine / 48 h / 20 °C

7: 65 percent / NaN₃; Bu₄NI / dimethylformamide / 24 h / 110 °C

With pyridine; N-iodo-succinimide; sodium azide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b009685g