(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

Base Information

Chemical Name:(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide
CAS No.:275805-06-6
Molecular Formula:C₃₂H₄₉ClN₂O₇S
Molecular Weight:641.269
Hs Code.:

Synonyms:(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

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Chemical Property of (3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

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Technology Process of (3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

There total 11 articles about (3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)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:

: 1026390-65-7
(9E,11E)-(3R,6R)-12-Chloro-5-(1-ethoxy-ethoxy)-3,6-dimethyl-dodeca-9,11-dien-1-ol

: 275804-90-5
N-oct-4E-enoyl-(2-nitrobenzene)sulfonamide

: 275805-06-6
(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/ja9945313

Reference yield:

: (5E,7E)-(R)-8-Chloro-2-methyl-octa-5,7-dienoic acid

: 275805-06-6
(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 0.233 g / i-Pr₂NEt; BOP / CH₂Cl₂ / 1 h

2.1: t-BuLi / diethyl ether; hexane / 0.25 h / -78 °C

2.2: 81 percent / diethyl ether; hexane / 1 h / -78 °C

3.1: NaBH₄ / ethanol / 3 h / 20 °C

4.1: pyridinium p-toluenesulfonate / 1 h / 0 °C

5.1: 1 M TBAF / tetrahydrofuran / 4 h

6.1: diethyl azodicarboxylate; PPh₃ / tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; 6.1: Mitsunobu reaction;
DOI:10.1021/ja9945313

Reference yield:

: 275805-08-8
(R,R)-4-benzyl-3-(8-chloro-2-methylocta-5,7-dienoyl)oxazolidin-2-one

: 275805-06-6
(3R,6R)-N-{[12-chloro-5-(1-ethoxy)-ethoxy]-3,6-dimethyl-dodeca-9E,11E-dienyl}-2-nitro-(N-oct-4E-enoyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: H₂O₂ / tetrahydrofuran; H₂O / 0.08 h / 0 °C

1.2: LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / 0 °C

2.1: 0.233 g / i-Pr₂NEt; BOP / CH₂Cl₂ / 1 h

3.1: t-BuLi / diethyl ether; hexane / 0.25 h / -78 °C

3.2: 81 percent / diethyl ether; hexane / 1 h / -78 °C

4.1: NaBH₄ / ethanol / 3 h / 20 °C

5.1: pyridinium p-toluenesulfonate / 1 h / 0 °C

6.1: 1 M TBAF / tetrahydrofuran / 4 h

7.1: diethyl azodicarboxylate; PPh₃ / tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; dihydrogen peroxide; tert.-butyl lithium; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; 7.1: Mitsunobu reaction;
DOI:10.1021/ja9945313