benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

Base Information

Chemical Name:benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate
CAS No.:135561-34-1
Molecular Formula:C₆₄H₁₀₅NO₁₁
Molecular Weight:1064.54
Hs Code.:

Synonyms:benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

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Chemical Property of benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

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Technology Process of benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

There total 1 articles about benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate 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: 72.0%

: 135561-33-0,135583-77-6
(R)-3-Tetradecanoyloxy-tetradecanoic acid (4aR,7S,8R,8aS)-6-benzyloxycarbonylmethyl-7-((R)-3-benzyloxy-tetradecanoylamino)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 135561-50-1
benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-β-D-glucopyranosyl>acetate

: 135561-34-1
benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jm00113a013

Reference yield: 99.8%

: 135561-34-1
benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 389087-50-7
3,7-anhydro-4-[(R)-3-benzyloxytetradecanoylamino]-8-O-t-butyldimethylsilyl-2,4-dideoxy-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid benzyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1246/bcsj.74.1661

Reference yield:

: 135561-34-1
benzyl <2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-3-O-<(R)-3-(tetradecanoyloxy)tetradecanoyl>-α-D-glucopyranosyl>acetate

: 389087-55-2
3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 99.8 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 20 °C

2: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 4.5 h / 29 °C

3: 93.6 percent / aq. HCl / tetrahydrofuran / 7 h / 20 °C

4: 57.2 percent / hydrogen / 10 percent Pd on carbon / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; dmap; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.74.1661