N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide

Base Information

• Chemical Name: N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide
• CAS No.: 1460302-83-3
• Molecular Formula: C₂₇H₃₀N₂O₄S₂
• Molecular Weight: 510.678

Synonyms:N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide

Chemical Property of N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide

There total 9 articles about N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.0²'⁷]tricosa-1⁽²³⁾,2,4,6,19,21-hexaen-13-yl]benzenesulfonamide 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: 54.0%

C14H12F3NO4 (1460306-56-2) + benzenesulfonyl chloride (98-09-9) → N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.02'7]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]benzenesulfonamide (1460302-83-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

ethyl 3-amino-3-(3-methoxyphenyl)-2-propenoate → N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.02'7]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]benzenesulfonamide (1460302-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / 16 h / 45 °C

2: triethylamine / dichloromethane / 1 h / 20 °C

With triethylamine; In dichloromethane; 1,2-dichloro-ethane;

Reference yield:

C25H32N2O5S*ClH → N-[(13S,16R)-16-methyl-14-oxo-18-oxa-8-thia-15-azatricyclo[17.3.1.02'7]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]benzenesulfonamide (1460302-83-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 2 h

2: 1,3-dimethylbarbituric acid; triphenylphosphine / dichloromethane; ethyl acetate / 16 h / 20 °C / Inert atmosphere

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

With dmap; 1,3-dimethylbarbituric acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; ethyl acetate;

upstream raw materials:

C₁₄H₁₂F₃NO₄

benzenesulfonyl chloride

o-bromothiophenol

(S)-2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoic acid

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