(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

Base Information

Chemical Name:(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone
CAS No.:68772-98-5
Molecular Formula:C₁₈H₂₄O₄S
Molecular Weight:336.452
Hs Code.:

Synonyms:(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

Chemical Property:

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Technology Process of (E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

There total 11 articles about (E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone 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:

: 4509-90-4
5-bromovaleroyl chloride

: 68772-98-5
(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 82 percent / dimethylsulfoxide / 1 h / Ambient temperature

3: 70.5 percent / zinc, acetic acid / dimethylformamide / 0.75 h / 0 °C

4: thionyl chloride / dimethylformamide / 4 h / 40 - 45 °C

5: 79 percent / pyridine / diethyl ether / 30 h / Heating

6: 1.) sodium hydride, 2.) 1,2-bis(diphenylphosphino)ethane / 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1,) THF, 0 deg C, 30 min; room temperature, 15 min, 2.) reflux

7: 86 percent / tetramethylammonium acetate / hexamethylphosphoric acid triamide / 3 h / 95 - 100 °C

With pyridine; thionyl chloride; tetramethyl ammonium acetate; sodium hydride; acetic acid; 1,2-bis-(diphenylphosphino)ethane; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00534a030

Reference yield:

: 2067-33-6
5-bromopentanoic acid

: 68772-98-5
(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

Guidance literature:: Multi-step reaction with 8 steps

1: thionyl chloride / 1.) room temperature, 45 min, 2.) 45 deg C, 2 h

2: 91 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

3: 82 percent / dimethylsulfoxide / 1 h / Ambient temperature

4: 70.5 percent / zinc, acetic acid / dimethylformamide / 0.75 h / 0 °C

5: thionyl chloride / dimethylformamide / 4 h / 40 - 45 °C

6: 79 percent / pyridine / diethyl ether / 30 h / Heating

7: 1.) sodium hydride, 2.) 1,2-bis(diphenylphosphino)ethane / 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1,) THF, 0 deg C, 30 min; room temperature, 15 min, 2.) reflux

8: 86 percent / tetramethylammonium acetate / hexamethylphosphoric acid triamide / 3 h / 95 - 100 °C

With pyridine; thionyl chloride; tetramethyl ammonium acetate; sodium hydride; acetic acid; 1,2-bis-(diphenylphosphino)ethane; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00534a030

Reference yield:

: 68726-89-6
6-benzenesulfonyl-6-carbomethoxyhexanoic acid

: 68772-98-5
(E)-6-benzenesulfonyl-11-hydroxy-8-dodecanoate lactone

Guidance literature:: Multi-step reaction with 4 steps

1: thionyl chloride / dimethylformamide / 4 h / 40 - 45 °C

2: 79 percent / pyridine / diethyl ether / 30 h / Heating

3: 1.) sodium hydride, 2.) 1,2-bis(diphenylphosphino)ethane / 2.) tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1,) THF, 0 deg C, 30 min; room temperature, 15 min, 2.) reflux

4: 86 percent / tetramethylammonium acetate / hexamethylphosphoric acid triamide / 3 h / 95 - 100 °C

With pyridine; thionyl chloride; tetramethyl ammonium acetate; sodium hydride; 1,2-bis-(diphenylphosphino)ethane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja00534a030