(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

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Chemical Name:(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid
CAS No.:318466-97-6
Molecular Formula:C₃₄H₄₉BrN₄O₁₀S₂
Molecular Weight:817.82
Hs Code.:

Synonyms:(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

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Chemical Property of (3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

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Technology Process of (3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

There total 17 articles about (3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid 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:

: 318466-96-5
(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid allyl ester

: 318466-97-6
(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

Guidance literature:: With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 318466-97-6
(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

Guidance literature:: Multi-step reaction with 4 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

With pyrrolidine; titanium(IV) isopropylate; triethylamine; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; toluene; 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

: 318466-97-6
(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

Guidance literature:: Multi-step reaction with 8 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

With pyrrolidine; titanium(IV) isopropylate; triethylsilane; dmap; thionyl chloride; 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