thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside
CAS No.:196305-24-5
Molecular Formula:C₄₄H₅₆O₁₄Si
Molecular Weight:837.006
Hs Code.:

Synonyms:thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

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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 thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

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Technology Process of thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

There total 6 articles about thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside 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: 59.0%

: 613-90-1
benzoyl cyanide

: 160720-82-1
(2S,3R,4R,5S,6R)-2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-5-((3aS,4R,6S,7R,7aR)-7-hydroxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4-diol

: thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzoyl-β-D-glucopyranoside

: 196305-24-5
thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With triethylamine; In tetrahydrofuran; at -25 ℃; for 16h;
DOI:10.1016/S0008-6215(97)00135-3

Reference yield:

: 613-90-1
benzoyl cyanide

: 196305-22-3
thexyldimethylsilyl (6-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-6-O-benzoyl-β-D-glucopyranoside

: thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzoyl-β-D-glucopyranoside

: 196305-24-5
thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With triethylamine; In acetonitrile; at -20 ℃; for 14h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0008-6215(97)00135-3

Reference yield:

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 196305-24-5
thexyldimethylsilyl (6-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / imidazole / dimethylformamide / 24 h

2: 86 percent / NaOMe / methanol / 48 h / -10 °C

3: 66 percent / p-TsOH / 0.25 h / Heating

4: 81 percent / Et₃N / tetrahydrofuran / 10 h / -70 °C

5: Et₃N / tetrahydrofuran; acetonitrile / 14 h / -20 °C

With 1H-imidazole; sodium methylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(97)00135-3