(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

Base Information

Chemical Name:(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene
CAS No.:349479-05-6
Molecular Formula:C₂₆H₃₄ClNO₆S
Molecular Weight:524.078
Hs Code.:

Synonyms:(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

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Chemical Property of (+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

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Technology Process of (+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

There total 5 articles about (+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene 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: 92.0%

: 349479-02-3
(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyl-2-triisopropylsiloxydodeca-3,9,11-triene

: 349479-05-6
(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -20 - 20 ℃; for 5h;
DOI:10.1016/S0040-4020(01)00290-3

Reference yield:

: 18303-04-3
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

: 349479-05-6
(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DEAD; PPh₃ / tetrahydrofuran / 24 h / 20 °C

2: 81 percent / dimethylsulfoxide / 0.33 h / 170 - 180 °C

3: 95 percent / DIAD; PPh₃ / tetrahydrofuran / 3 h / 20 °C

4: 1.8 g / aq. TFA / CH₂Cl₂ / 0.75 h / 0 °C

5: 92 percent / TBAF / tetrahydrofuran / 5 h / -20 - 20 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Mitsunobu reaction / 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(01)00290-3

Reference yield:

: 244262-56-4
(Z)-6-Chloro-3-methyl-5-triisopropylsilanyloxy-hex-3-en-1-ol

: 349479-05-6
(+/-)-(3Z,9E,11Z)-7-aza-1-chloro-2-hydroxy-4-methyl-12-(2-methoxycarbonyl-3-oxo)cyclopentyl-7-p-toluenesulfonyldodeca-3,9,11-triene

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DEAD; PPh₃ / tetrahydrofuran / 24 h / 20 °C

2: 81 percent / dimethylsulfoxide / 0.33 h / 170 - 180 °C

3: 95 percent / DIAD; PPh₃ / tetrahydrofuran / 3 h / 20 °C

4: 1.8 g / aq. TFA / CH₂Cl₂ / 0.75 h / 0 °C

5: 92 percent / TBAF / tetrahydrofuran / 5 h / -20 - 20 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Mitsunobu reaction / 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(01)00290-3