2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside
CAS No.:132497-64-4
Molecular Formula:C₅₈H₁₀₇NO₁₁Si₂
Molecular Weight:1050.66
Hs Code.:

2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-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: 92.0%

: 122078-75-5
2-(Trimethylsilyl)ethyl 2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<(2-trimethylsilylethoxy)methoxy>tetradecanamido>-β-D-glucopyranoside

: 132562-83-5
(3RS)-3-(benzyloxymethoxy)hexadecanoic acid

: 132497-64-4,132498-12-5
2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; Ambient temperature;

Reference yield: 80.0%

: 132497-64-4,132498-12-5
2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

: 132497-66-6,132498-15-8
2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

Guidance literature:: With acetic acid; at 50 ℃; for 2h;

Reference yield:

: 132497-64-4,132498-12-5
2-(trimethylsilyl)ethyl 3-O-<(3RS)-3-(benzyloxymethoxy)hexadecanoyl>-2-deoxy-4,6-O-isopropylidene-2-<(3R)-3-<2-(trimethylsilyl)ethoxymethoxy>tetradecanamido>-β-D-glucopyranoside

: 3-O-<(3RS)-3-decanoyloxyhexadecanoyl>-2-deoxy-4-O-diphenylphosphono-2-<(3R)-3-hydroxytetradecanamido>-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / 80percent aq. acetic acid / 2 h / 50 °C

2: 90 percent / pyridine / Ambient temperature

3: 65 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / Ambient temperature

4: 81 percent / H₂ / 10percent Pd on carbon / ethanol / Ambient temperature

5: 97 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

6: 85 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / 0 °C

With pyridine; dmap; boron trifluoride diethyl etherate; hydrogen; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; dichloromethane;