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

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Chemical Name:(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid [3-(2-nitrobenzenesulfonylamino)propyl]amide
CAS No.:318466-98-7
Molecular Formula:C₄₃H₆₀BrN₇O₁₃S₃
Molecular Weight:1059.09
Hs Code.:

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

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

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

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

There total 19 articles about (3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid [3-(2-nitrobenzenesulfonylamino)propyl]amide 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:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 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

Guidance literature:: Multi-step reaction with 6 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

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

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

Guidance literature:: Multi-step reaction with 10 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

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

Reference yield:

: 77856-52-1
(S)-3-<(benzyloxycarbonyl)amino>-4-(methoxycarbonyl)butyric acid

: 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

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogen / Pd/C / methanol / 1 h / 20 °C / 760 Torr

1.2: 7.7 g / triethylamine / methanol / 0.17 h / 20 °C

2.1: 5.9 g / DCC; DMAP / acetonitrile / 1 h / 20 °C

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

4.1: 5.08 g / tetrahydrofuran / -78 - 20 °C

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

6.1: 3.5 g / triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

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

8.1: 312 mg / Ti(OiPr)4 / 15 h / 95 °C

9.1: 0.277 g / pyrrolidine / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h / 20 °C

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

11.1: 309 mg / triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

With pyrrolidine; titanium(IV) isopropylate; triethylsilane; dmap; thionyl chloride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; acetonitrile; benzene; 4.1: Wittig reaction / 7.1: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)00626-9