(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

Base Information

Chemical Name:(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one
CAS No.:86471-70-7
Molecular Formula:C₂₈H₃₆O₇S₂
Molecular Weight:548.722
Hs Code.:

Synonyms:(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

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Chemical Property of (E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

Chemical Property:

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Technology Process of (E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

There total 9 articles about (E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one 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: 74.0%

: 86471-67-2
7,7-bis(phenylsulfonyl)heptanoic acid 5-(3-vinyloxiranyl)pentyl ester

: 86471-70-7
(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

Guidance literature:: poly-Pd; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/ja00356a051

Reference yield:

: 4224-70-8
6-bromohexanoic acid

: 86471-70-7
(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / Cooling with ice; Schlenk technique; Inert atmosphere

2.2: 60 °C / Inert atmosphere; Schlenk technique

3.1: lithium hydroxide / tetrahydrofuran; methanol / 18 h / 40 °C

3.2: pH 1

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C

5.1: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 15 h / Inert atmosphere; Heating

With dmap; sulfuric acid; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; 5.1: |Tsuji-Trost Allylation;
DOI:10.1039/c3ob41020j

Reference yield:

: 629-11-8
1,6-hexanediol

: 86471-70-7
(E)-8,8-bis(phenylsulfonyl)-12-hydroxy-1-oxacycloheptadec-10-en-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 2 h / 20 °C

1.2: 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: sodium hydroxide; benzyltrimethylammonium chloride / methanol; dichloromethane / -20 - 20 °C

4.1: ammonium fluoride / methanol / 8 h / Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 0 - 20 °C

6.1: palladium complex of polymer bound phosphine ligand / tetrahydrofuran / 15 h / Inert atmosphere; Heating

With dmap; ammonium fluoride; oxalyl dichloride; benzyltrimethylammonium chloride; sodium hydride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; mineral oil; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 6.1: |Tsuji-Trost Allylation;
DOI:10.1039/c3ob41020j