(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

Base Information

Chemical Name:(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one
CAS No.:318466-99-8
Molecular Formula:C₄₃H₅₉N₇O₁₃S₃
Molecular Weight:978.179
Hs Code.:

Synonyms:(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

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Chemical Property of (8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

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Technology Process of (8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

There total 20 articles about (8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one 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: 86.0%

: 318466-98-7
(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid [3-(2-nitrobenzenesulfonylamino)propyl]amide

: 318466-99-8
(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; caesium carbonate; In acetonitrile; at 60 ℃; for 1h;

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 318466-99-8
(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

Guidance literature:: Multi-step reaction with 7 steps

1: 3.5 g / triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

2: Ph₃P; DEAD / benzene; toluene / 0.17 h / 20 °C

3: 312 mg / Ti(OiPr)4 / 15 h / 95 °C

4: 0.277 g / pyrrolidine / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h / 20 °C

5: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

6: 309 mg / triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

7: 86 percent / cesium carbonate; tetrabutylammonium iodide / acetonitrile / 1 h / 60 °C

With pyrrolidine; titanium(IV) isopropylate; tetra-(n-butyl)ammonium iodide; caesium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; toluene; acetonitrile; benzene; 2: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)00626-9

Reference yield:

: 82803-56-3
(3S)-3-tert-butoxycarbonylamino-4-methoxycarbonyl-butyric acid

: 318466-99-8
(8S,2Z)-1,9,13-tris(2-nitrobenzenesulfonyl)-8-(undec-2-enyl)-1,5,9,13-tetraazacyclooctadecan-6-one

Guidance literature:: Multi-step reaction with 11 steps

1: 5.9 g / DCC; DMAP / acetonitrile / 1 h / 20 °C

2: triethylsilane / Pd/C / acetone / 0.5 h / 20 °C

3: 5.08 g / tetrahydrofuran / -78 - 20 °C

4: thionyl chloride / methanol / 0.5 h / 20 °C

5: 3.5 g / triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

6: Ph₃P; DEAD / benzene; toluene / 0.17 h / 20 °C

7: 312 mg / Ti(OiPr)4 / 15 h / 95 °C

8: 0.277 g / pyrrolidine / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h / 20 °C

9: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

10: 309 mg / triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

11: 86 percent / cesium carbonate; tetrabutylammonium iodide / acetonitrile / 1 h / 60 °C

With pyrrolidine; titanium(IV) isopropylate; triethylsilane; dmap; thionyl chloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; acetonitrile; benzene; 3: Wittig reaction / 6: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)00626-9