3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Base Information

Chemical Name:3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol
CAS No.:313948-52-6
Molecular Formula:C₇₆H₉₈O₁₄
Molecular Weight:1235.61
Hs Code.:

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

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

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

There total 6 articles about 3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-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: 77.0%

: 57-10-3
1-hexadecylcarboxylic acid

: 313948-50-4
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

: 313948-52-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1016/S0040-4020(00)00793-6

Reference yield:

: 22323-82-6,36543-79-0
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

: 313948-52-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: AgClO₄; SnCl₂; 2,6-di-tert-butylpyridine / diethyl ether / 40 h / 50 °C

2: 86 percent / n-Bu₄NF / tetrahydrofuran / 5 h / 20 °C

3: 77 percent / 4-N,N-dimethylaminopyridine; 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride / CH₂Cl₂

With dmap; 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; silver perchlorate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Substitution / 2: desilylation / 3: Esterification;
DOI:10.1016/S0040-4020(00)00793-6

Reference yield:

: 313948-55-9
2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-β-D-glucopyranosyl fluoride

: 313948-52-6
3-O-[2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-6-O-hexadecanoyl-α-D-glucopyranosyl]-1,2-O-isopropylidene-sn-glycerol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: AgClO₄; SnCl₂; 2,6-di-tert-butylpyridine / diethyl ether / 40 h / 50 °C

3: 86 percent / n-Bu₄NF / tetrahydrofuran / 5 h / 20 °C

4: 77 percent / 4-N,N-dimethylaminopyridine; 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride / CH₂Cl₂

With 1H-imidazole; dmap; 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; silver perchlorate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Substitution / 3: desilylation / 4: Esterification;
DOI:10.1016/S0040-4020(00)00793-6