all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

Base Information

Chemical Name:all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether
CAS No.:870636-66-1
Molecular Formula:C₆₂H₈₈O₈S₂
Molecular Weight:1025.51
Hs Code.:

all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

Synonyms:all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

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Chemical Property of all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

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Technology Process of all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

There total 7 articles about all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether 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: 87.0%

: 870636-63-8
5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentaene-6,13-diol

: 110-87-2
3,4-dihydro-2H-pyran

: 870636-66-1
all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

Guidance literature:: With (1S)-10-camphorsulfonic acid; In dichloromethane; at 20 ℃; for 14.5h;
DOI:10.1021/jo0516335

Reference yield:

: 870517-46-7
2,7-dimethyl-4-octenedial

: 870636-66-1
all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 96 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 87 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 14.5 h / 20 °C

With n-butyllithium; (1S)-10-camphorsulfonic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo0516335

Reference yield:

: 870517-48-9
2,7-dimethyl-4-octene-1,8-diol

: 870636-66-1
all-(E)-5,14-bis(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cyclohexenyl)octadeca-1,3,9,15,17-pentene-6,13-diol bis(tetrahydropyranyl)ether

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 96 percent / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: 87 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 14.5 h / 20 °C

With n-butyllithium; oxalyl dichloride; (1S)-10-camphorsulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/jo0516335