cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

Base Information

Chemical Name:cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside
CAS No.:869670-62-2
Molecular Formula:C₆₂H₁₀₀O₈
Molecular Weight:973.471
Hs Code.:

Synonyms:cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

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Technology Process of cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

There total 8 articles about cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-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: 81.0%

: 869670-55-3
cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-β-D-galactopyranoside

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

: 869670-62-2
cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 6h;
DOI:10.1016/j.tet.2005.08.053

Reference yield:

: 777858-75-0
4-O-acetyl-2,3,6-tri-O-(trimethylacetyl)-α-D-galactopyranose

: 869670-62-2
cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / 2,6-di-tert-butyl-4-methylpyridine; silver triflate / CH₂Cl₂ / 1 h / -40 - 0 °C

2: 94 percent / sodium methoxide / methanol; CH₂Cl₂ / 24 h / 23 °C

3: 96 percent / pyridine; 4-dimethylaminopyridine / 5 h / 23 °C

4: 91 percent / camphorsulfonic acid / 20 h / 23 °C

5: NaH / dimethylformamide / 6 h / 0 °C

6: 6.7 g / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 23 °C

7: 81 percent / dicyclohexyl carbodiimide; 4-(dimethylamino)pyridine / ethyl acetate / 6 h / 20 °C

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.08.053

Reference yield:

: 777858-78-3
cholesteryl 6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

: 869670-62-2
cholesteryl 3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-6-O-oleyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 6 h / 0 °C

2: 6.7 g / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 23 °C

3: 81 percent / dicyclohexyl carbodiimide; 4-(dimethylamino)pyridine / ethyl acetate / 6 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.08.053