3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

Base Information

Chemical Name:3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A
CAS No.:1307759-43-8
Molecular Formula:C₄₅H₇₇N₃O₁₂S
Molecular Weight:884.185
Hs Code.:

Synonyms:3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

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Technology Process of 3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

There total 2 articles about 3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-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: 85.0%

: 172617-84-4
(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)‐2‐ethyl‐3,4,10‐trihydroxy‐13‐{(2R,4R,5S,6S)‐5‐hydroxy‐4‐methoxy‐4,6‐dimethyl-tetrahydropyran‐2‐yloxy}‐11‐{(2S,3R,4S,6R)‐3‐hydroxy‐6‐methyl‐4‐methylamino-tetrahydropyran‐2‐yloxy}‐3,5,6,8,10,12,14‐heptamethyl‐1‐oxa‐6‐azacyclopentadecan‐15‐one

: 622-78-6
Benzyl isothiocyanate

: 1307759-43-8
3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

Guidance literature:: With triethylamine; In acetonitrile; at 20 ℃; for 24h;
DOI:10.1002/ejoc.201001707

Reference yield:

: 83905-01-5,92470-27-4
Zithromax(R)

: 1307759-43-8
3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide / acetonitrile / 1.5 h / 20 °C

2: triethylamine / acetonitrile / 24 h / 20 °C

With N-iodo-succinimide; triethylamine; In acetonitrile;
DOI:10.1002/ejoc.201001707

Reference yield: 66.0%

: 1307759-43-8
3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

: 2'-O,3'-N-(N-benzylcarbonimidoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 60 ℃; for 24h;
DOI:10.1002/ejoc.201001707