N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

Base Information

Chemical Name:N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A
CAS No.:1192304-46-3
Molecular Formula:C₄₆H₇₇N₃O₁₂
Molecular Weight:864.13
Hs Code.:

Synonyms:N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

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Chemical Property of N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

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Technology Process of N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

There total 5 articles about N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin 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:

: 1192304-63-4
3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

: 622-78-6
Benzyl isothiocyanate

: 1192304-46-3
N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

Guidance literature:: 3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A; Benzyl isothiocyanate; With triethylamine; In acetonitrile; at 60 ℃; for 2h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 60 ℃;
DOI:10.1021/jm300356u

Reference yield:

: 6-O-methyl-erythromycin A 9,12-iminoether

: 1192304-46-3
N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; ethylene glycol / 20 °C / Inert atmosphere; Cooling with ice

2.1: formic acid / chloroform / Reflux

2.2: pH 9.5

3.1: methanol; iodine; sodium acetate / 0.5 h / irradiated with 500 W halogen lamp

4.1: acetonitrile / 1 h / 60 °C

4.2: 60 °C

With methanol; sodium tetrahydroborate; formic acid; iodine; sodium acetate; ethylene glycol; In chloroform; acetonitrile;

Reference yield:

: 210912-05-3
6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

: 1192304-46-3
N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; iodine; sodium acetate / 0.5 h / irradiated with 500 W halogen lamp

2.1: acetonitrile / 1 h / 60 °C

2.2: 60 °C

With methanol; iodine; sodium acetate; In acetonitrile;