3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

Base Information

Chemical Name:3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol
CAS No.:102822-90-2
Molecular Formula:C₆₉H₁₀₂O₁₀
Molecular Weight:1091.56
Hs Code.:

Synonyms:3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

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Chemical Property of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

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Technology Process of 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

There total 7 articles about 3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol 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: 87.0%

: 65751-67-9
3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

: 112-67-4
n-hexadecanoyl chloride

: 102822-90-2
3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0040-4020(01)82349-8

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 102822-90-2
3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) tetraethylammonium bromide, molecular sieves (5 Angstroem), 2.) diisopropylethylamine / 1.) dichloromethane/N,N-dimethylformamide, 2 h, in the dark, 2.) 4 d, in the dark

2: 79 percent / potassium t-butoxide / dimethylsulfoxide / 3 h / 60 °C

3: 87 percent / pyridine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; 5A molecular sieve; potassium tert-butylate; tetraethylammonium bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)82349-8

Reference yield:

: 4196-36-5
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl 4-nitrobenzoate

: 102822-90-2
3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen bromide / CH₂Cl₂ / 0.17 h

2: 1.) tetraethylammonium bromide, molecular sieves (5 Angstroem), 2.) diisopropylethylamine / 1.) dichloromethane/N,N-dimethylformamide, 2 h, in the dark, 2.) 4 d, in the dark

3: 79 percent / potassium t-butoxide / dimethylsulfoxide / 3 h / 60 °C

4: 87 percent / pyridine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; 5A molecular sieve; potassium tert-butylate; tetraethylammonium bromide; hydrogen bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)82349-8