4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

Base Information

Chemical Name:4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside
CAS No.:1441883-47-1
Molecular Formula:C₃₂H₄₂N₂O₁₃
Molecular Weight:662.691
Hs Code.:

Synonyms:4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

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Chemical Property of 4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

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Technology Process of 4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

There total 3 articles about 4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-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: 41.0%

: 1441883-39-1
C₃₂H₄₃BrO₁₃

: 1441883-47-1
4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

Guidance literature:: With N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; Inert atmosphere;
DOI:10.1002/chem.201203725

Reference yield:

: 213997-99-0
phenyl 4,6-O-benzylidene-3-O-pivaloyl-1-thio-β-D-glucopyranoside

: 1441883-47-1
4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tertbutylpyridine / dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.17 h / -20 °C / Inert atmosphere

2.3: 2 h / -70 °C / Inert atmosphere

3.1: N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C / Inert atmosphere

With dmap; 2,4,6-tri-tertbutylpyridine; 1,1'-sulfinylbisbenzene; N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.201203725

Reference yield:

: 1256138-11-0
phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-β-D-glucopyranoside

: 1441883-47-1
4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside-(1→6)-1,2-3,4-diisopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tertbutylpyridine / dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 0.17 h / -20 °C / Inert atmosphere

1.3: 2 h / -70 °C / Inert atmosphere

2.1: N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C / Inert atmosphere

With 2,4,6-tri-tertbutylpyridine; 1,1'-sulfinylbisbenzene; N,N'-ditosylhydrazine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.201203725