1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

Base Information

Chemical Name:1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane
CAS No.:200863-91-8
Molecular Formula:C₆₈H₆₈N₂O₁₈
Molecular Weight:1201.29
Hs Code.:

Synonyms:1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

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Chemical Property of 1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

There total 8 articles about 1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane 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: 70.0%

: 4-(4-Methoxy-benzyloxycarbonylamino)-cyclohexanecarboxylic acid

: 1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-octanediol

: 200863-91-8
1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 96h; Ambient temperature;
DOI:10.1016/S0040-4020(97)10196-X

Reference yield:

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 200863-91-8
1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / diisopropyl ethylamine / CH₂Cl₂ / 4 h / Ambient temperature

2: 1.) Mg, I₂ / 1.) THF, reflux, 1.5 h, 2.) THF, room temperature, 3 h

3: 100 percent / diisopropyl ethylamine / CH₂Cl₂ / 5 h / Ambient temperature

4: LiClO₄, NaOAc / anodic oxidation at 1.3 V

5: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) room temperature, 6 h

6: 86 percent / BCl₃ / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) room temperature, 2 h

7: 70 percent / DCC, DMAP / CH₂Cl₂ / 96 h / Ambient temperature

With dmap; iodine; sodium acetate; lithium perchlorate; boron trichloride; magnesium; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(97)10196-X

Reference yield:

: 629-03-8
1 ,6-dibromohexane

: 200863-91-8
1,8-bis(1,4-dihydroxyanthracene-9,10-dion-2-yl)-1,8-bis[(trans-4-{N-[(4-methoxybenzyl)oxy]carbonyl}amino)cyclohexylcarbonyloxy]-octane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Mg, I₂ / 1.) THF, reflux, 1.5 h, 2.) THF, room temperature, 3 h

2: 100 percent / diisopropyl ethylamine / CH₂Cl₂ / 5 h / Ambient temperature

3: LiClO₄, NaOAc / anodic oxidation at 1.3 V

4: LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) room temperature, 6 h

5: 86 percent / BCl₃ / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) room temperature, 2 h

6: 70 percent / DCC, DMAP / CH₂Cl₂ / 96 h / Ambient temperature

With dmap; iodine; sodium acetate; lithium perchlorate; boron trichloride; magnesium; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(97)10196-X