cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

Base Information

Chemical Name:cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside
CAS No.:777858-79-4
Molecular Formula:C₅₅H₈₂O₆Si
Molecular Weight:867.338
Hs Code.:

Synonyms:cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

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Chemical Property of cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

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Technology Process of cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

There total 6 articles about cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-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: 92.0%

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

: 106-95-6
allyl bromide

: 777858-79-4
cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;
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

: 777858-79-4
cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 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: 92 percent / NaH / dimethylformamide / 0.75 h / 20 °C

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

Reference yield:

: 777858-76-1
cholesteryl 4-O-acetyl-2,3,6-tri-O-(trimethylacetyl)-β-D-galactopyranoside

: 777858-79-4
cholesteryl 2-O-allyl-6-O-(tert-butyl-diphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / sodium methoxide / methanol; CH₂Cl₂ / 24 h / 23 °C

2: 96 percent / pyridine; 4-dimethylaminopyridine / 5 h / 23 °C

3: 91 percent / camphorsulfonic acid / 20 h / 23 °C

4: 92 percent / NaH / dimethylformamide / 0.75 h / 20 °C

With pyridine; dmap; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.08.053