1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Base Information

Chemical Name:1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol
CAS No.:428862-90-2
Molecular Formula:C₇₇H₁₁₄O₁₄
Molecular Weight:1263.74
Hs Code.:

Synonyms:1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

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Chemical Property of 1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

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Technology Process of 1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

There total 8 articles about 1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-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: 73.0%

: 112-77-6
(Z)-9-octadecenoyl chloride

: 428862-89-9
3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

: 428862-90-2
1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: With pyridine; dmap;
DOI:10.1021/jo040254t

Reference yield: 65.0%

: 112-80-1,2027-47-6
cis-Octadecenoic acid

: 428862-89-9
3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

: 428862-90-2
1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0009-3084(01)00202-X

Reference yield:

: 58438-08-7
(2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol

: 428862-90-2
1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / H₂ / Pd/C / ethanol; acetic acid / 760 Torr

2.1: 97 percent / p-TsOH / acetone / 1 h / 20 °C

3.1: 92 percent / NaOMe; MeOH / 20 °C / pH 8 - 9

4.1: NaH / dimethylformamide / 0 - 20 °C

4.2: 51 percent / dimethylformamide / 20 °C

5.1: 62 percent / aq. AcOH / 3 h / 50 °C

6.1: 65 percent / DCC; 4-(1-pyrrolidinyl)pyridine / CH₂Cl₂ / 20 °C

With methanol; hydrogen; sodium methylate; sodium hydride; 4-pyrrolidin-1-ylpyridine; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0009-3084(01)00202-X