Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

Base Information

Chemical Name:Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester
CAS No.:382606-10-2
Molecular Formula:C₄₀H₆₃NO₁₂
Molecular Weight:749.94
Hs Code.:

Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

Synonyms:Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

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Chemical Property of Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

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Technology Process of Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

There total 3 articles about Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester 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: 49.0%

: 103-80-0
phenylacetyl chloride

: 143353-81-5
3-Ode-[(2,6-dideoxy-3-methyl-3-O-methyl-α-L-ribohexopyranosyl)oxy]-6-O-methylerythromycin 2￠-acetate

: 382606-10-2
Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

Guidance literature:: With pyridine; dmap; at 20 ℃; for 22h;
DOI:10.1021/jm020568d

Reference yield:

: 81103-11-9
clarithromycin

: 382606-10-2
Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / hydrochloric acid / H₂O / 3 h / 20 °C

2: 96 percent / acetone / 6 h / 20 °C

3: 49 percent / 4-dimethylaminopyridine / pyridine / 22 h / 20 °C

With hydrogenchloride; dmap; In pyridine; water; acetone;
DOI:10.1021/jm015566s

Reference yield:

: 118058-74-5
3-O-descladinosylclarithromycin

: 382606-10-2
Phenyl-acetic acid (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-((2S,3R,4S,6R)-3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / acetone / 6 h / 20 °C

2: 49 percent / 4-dimethylaminopyridine / pyridine / 22 h / 20 °C

With dmap; In pyridine; acetone;
DOI:10.1021/jm015566s