(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

Base Information

Chemical Name:(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate
CAS No.:1333921-40-6
Molecular Formula:C₂₉H₂₉NO₄S
Molecular Weight:487.62
Hs Code.:

Synonyms:(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

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Chemical Property of (1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

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Technology Process of (1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

There total 5 articles about (1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate 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: 47.0%

: 1333921-18-8
(3S,4S)-4-(N-allyl-4-methylphenylsulfonamido)-3-methyl-1-phenylpent-1-yn-3-yl benzoate

: 1333921-40-6
(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

Guidance literature:: With JohnPhos(MeCN)AuSbF₆; In 1,2-dichloro-ethane; at 80 ℃; regioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja2052304

Reference yield:

: 919492-14-1
(S)-4-methyl-N-(1-methyl-2-oxo-propyl)-benzenesulfonamide

: 1333921-40-6
(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

4.1: JohnPhos(MeCN)AuSbF₆ / 1,2-dichloro-ethane / 80 °C / Molecular sieve; Inert atmosphere

With dmap; JohnPhos(MeCN)AuSbF₆; sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ja2052304

Reference yield:

: 1333920-82-3
N-((2S,3S)-3-hydroxy-3-methyl-5-phenylpent-4-yn-2-yl)-4-methylbenzenesulfonamide

: 1333921-40-6
(1R,4S,7R)-4,5-dimethyl-7-phenyl-3-tosyl-3-azabicyclo[4.2.0]oct-5-en-7-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3: JohnPhos(MeCN)AuSbF₆ / 1,2-dichloro-ethane / 80 °C / Molecular sieve; Inert atmosphere

With dmap; JohnPhos(MeCN)AuSbF₆; sodium hydride; triethylamine; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ja2052304