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(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Base Information
  • Chemical Name:(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester
  • CAS No.:545363-32-4
  • Molecular Formula:C34H41N3O11S
  • Molecular Weight:699.779
  • Hs Code.:
(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Synonyms:(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

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Chemical Property of (11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester
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Technology Process of (11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

There total 20 articles about (11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester 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:
Guidance literature:
(1'Z)-(3'S)-2-(3'-dimethoxymethyl-3'-ethoxycarbonylmethyl-6'-hydroxy-hex-1'-enyl)-6,7-dimethoxy-3-[2-(2-nitro-benzenesulfonylamino)-ethyl]-indole-1-carboxylic acid tert-butyl ester; With trimethylsilyl bromide; In dichloromethane; at -70 ℃; for 0.25h;
With phosphate buffer; In tetrahydrofuran; dichloromethane; pH=7.0;
DOI:10.1021/ol034445e
Guidance literature:
Multi-step reaction with 14 steps
1.1: 80.5 percent / n-Bu4N(1+)*I(1-); NaOH / H2O; CH2Cl2 / 0.42 h / 5 °C
2.1: Zn; AcOH / CH2Cl2 / 10 - 20 °C
3.1: Ac2O / CH2Cl2 / 0.17 h / 5 °C
4.1: 63.3 percent / pyridine; phosphopus oxychloride / CH2Cl2 / 1.17 h / 5 °C
5.1: Bu3SnH; AIBN / acetonitrile / 1.5 h / Heating
5.2: 84.6 percent / I2 / acetonitrile / 1 h / 20 °C
6.1: 12.5 g / DIBAL / toluene / 0.83 h / 5 °C
7.1: 85.3 percent / pyridine / 0.5 h
8.1: 78 percent / triethylamine; Pd(PPh3)4; CuI / 2 h / 70 °C
9.1: 94.3 percent / 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C
10.1: 97 percent / H2 / Pd on carbon / ethanol / 3.5 h / 20 °C / 760 Torr
11.1: 96.2 percent / K2CO3 / methanol / 1 h / 20 °C
12.1: 92.7 percent / PPh3; DEAD / benzene; toluene / 0.08 h / 20 °C
13.1: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
14.1: TMSBr / CH2Cl2 / 0.25 h / -70 °C
14.2: 91.9 percent / phosphate buffer / CH2Cl2; tetrahydrofuran / pH 7.0
With pyridine; dmap; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); 2,2'-azobis(isobutyronitrile); trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; zinc; diethylazodicarboxylate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; benzene; 1.1: Wittig olefination / 8.1: Sonogashira coupling / 12.1: Mitsunobu reaction;
DOI:10.1021/ol034445e
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