p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside
CAS No.:1319717-38-8
Molecular Formula:C₃₆H₃₈N₆O₁₂
Molecular Weight:746.731
Hs Code.:

p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

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Chemical Property of p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

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Technology Process of p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 4 articles about p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-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:

: 1319717-03-7
phenyl 2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

: 1319717-38-8
p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

: p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-α-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water; ethyl acetate / 1 h / 0 - 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: pyridine

4.1: tri-tert-butyl phosphine; 1,1'-sulfinylbisbenzene / dichloromethane; toluene / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: 0.33 h / -80 - -60 °C

5.1: dichloromethane

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tri-tert-butyl phosphine; [bis(acetoxy)iodo]benzene; 1,1'-sulfinylbisbenzene; potassium carbonate; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo201179p

Reference yield:

: 1319717-00-4
phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

: 1319717-38-8
p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

: p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-α-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / 1.5 h

1.2: Amberlite-H⁺

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water; ethyl acetate / 1 h / 0 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: pyridine

5.1: tri-tert-butyl phosphine; 1,1'-sulfinylbisbenzene / dichloromethane; toluene / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

5.2: 0.33 h / -80 - -60 °C

6.1: dichloromethane

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tri-tert-butyl phosphine; [bis(acetoxy)iodo]benzene; 1,1'-sulfinylbisbenzene; sodium methylate; potassium carbonate; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo201179p

Reference yield:

: C₁₂H₁₂N₆O₄S

: 1319717-38-8
p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-β-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

: p-methoxyphenyl 3-O-(methyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-α-D-mannopyranosyl uronate)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: pyridine

3.1: tri-tert-butyl phosphine; 1,1'-sulfinylbisbenzene / dichloromethane; toluene / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 0.33 h / -80 - -60 °C

4.1: dichloromethane

With pyridine; tri-tert-butyl phosphine; 1,1'-sulfinylbisbenzene; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo201179p