6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

Base Information

Chemical Name:6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A
CAS No.:205110-19-6
Molecular Formula:C₄₈H₆₄N₂O₁₁
Molecular Weight:845.043
Hs Code.:

Synonyms:6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

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Chemical Property of 6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

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Technology Process of 6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

There total 6 articles about 6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A 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:

: 5332-24-1
3-bromoquinoline

: 205109-97-3
Benzoic acid (2S,3R,4S,6R)-2-((3R,5R,6R,7R,9R,11R,12R,13S,14R)-7-allyloxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-2,4,10-trioxo-oxacyclotetradec-6-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester

: 205110-19-6
6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

Guidance literature:: With palladium diacetate; tris-(o-tolyl)phosphine; In acetonitrile; at -78 - 80 ℃; for 18h; Sealed tube;

Reference yield:

: 205109-95-1
Benzoic acid (2S,3R,4S,6R)-2-((3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-7-allyloxy-14-ethyl-4,12,13-trihydroxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester

: 205110-19-6
6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-chloro-succinimide; dimethylsulfide / dichloromethane / 0.5 h / -10 - -5 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 18 h / -78 - 80 °C / Sealed tube

With N-chloro-succinimide; dimethylsulfide; palladium diacetate; tris-(o-tolyl)phosphine; In dichloromethane; acetonitrile;

Reference yield:

: 2',4-bis-O-trimethylsilylerythromycin A 9-O-(1-isopropoxycyclohexyl)oxime

: 205110-19-6
6-O-[3-(3-quinolyl)-2-propen-1-yl]-3-descladinose-3-oxo-2'-O-benzoyl erythromycin A

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 4 h / 0 °C

2.1: acetic acid / acetonitrile; water / 20 °C

3.1: sodium hydrogensulfite; formic acid / water; ethanol / 2.5 h / 86 °C

4.1: hydrogenchloride / water; ethanol / 9 h / 20 °C

5.1: triethylamine / 26 h / 20 °C

6.1: N-chloro-succinimide; dimethylsulfide / dichloromethane / 0.5 h / -10 - -5 °C / Inert atmosphere

6.2: 0.5 h / 0 °C / Inert atmosphere

7.1: palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 18 h / -78 - 80 °C / Sealed tube

With hydrogenchloride; N-chloro-succinimide; formic acid; dimethylsulfide; potassium tert-butylate; palladium diacetate; sodium hydrogensulfite; acetic acid; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;