3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Base Information

Chemical Name:3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid
CAS No.:389087-56-3
Molecular Formula:C₆₃H₁₀₄NO₁₄P
Molecular Weight:1130.49
Hs Code.:

3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Synonyms:3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

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Chemical Property of 3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

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Technology Process of 3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

There total 5 articles about 3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid 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: 47.9%

: 389087-53-0
3,7-anhydro-4-[(R)-3-benzyloxytetradecanoylamino]-2,4-dideoxy-6-O-diphenylphosphono-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid benzyl ester

: 389087-56-3
3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1246/bcsj.74.1661

Reference yield:

: 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

: 389087-56-3
3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 4.5 h / 29 °C

2: 93.6 percent / aq. HCl / tetrahydrofuran / 7 h / 20 °C

3: 88.6 percent / 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / 2.5 h / 20 °C

4: 47.9 percent / hydrogen / 10 percent Pd on carbon / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; dmap; 2,6-di-tert-butyl-4-methylpyridine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
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

: 389087-56-3
3,7-anhydro-2,4-dideoxy-6-O-diphenylphosphono-4-[(R)-3-hydroxytetradecanoylamino]-8-O-methyl-5-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glycero-D-ido-octonic acid

Guidance literature:: Multi-step reaction with 5 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: 88.6 percent / 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / 2.5 h / 20 °C

5: 47.9 percent / hydrogen / 10 percent Pd on carbon / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; dmap; 2,6-di-tert-butyl-4-methylpyridine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.74.1661