tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

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Chemical Name:tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate
CAS No.:954416-21-8
Molecular Formula:C₃₄H₃₄O₉
Molecular Weight:586.639
Hs Code.:

Synonyms:tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

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Chemical Property of tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

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Technology Process of tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

There total 12 articles about tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate 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: 52.0%

: 954416-20-7
tert-butyl 1-{2'-[6''-(tert-butyldimethylsilanyloxy)-1''-hydroxyhexyl]-6'-methoxybenzyl}-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

: 954416-21-8
tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

Guidance literature:: With Jones reagent; In acetone; at 0 - 20 ℃; for 4.08333h;

Reference yield:

: 954416-16-1
1-(2-hydroxymethyl-6-methoxybenzyl)-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid tert-butyl ester

: 954416-21-8
tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / Ti(OiPr)3Cl / tetrahydrofuran; hexane / 1.5 h / -60 °C

1.2: 305 mg / tetrahydrofuran / -60 - -20 °C

2.1: 298 mg / hydrogen / Rh(PPh₃)3Cl / toluene / 15 h / 20 °C / 2280.15 Torr

3.1: Dess-Martin periodinane

4.1: sodium chlorite; NaH₂PO₄; 2-methylbut-2-ene

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; hydrogen; Dess-Martin periodane; triisopropoxytitanium(IV) chloride; Wilkinson's catalyst; In tetrahydrofuran; hexane; toluene; 1.1: Swern oxidation;
DOI:10.1055/s-2007-986652

Reference yield:

: 954416-17-2
tert-butyl 1-(2'-formyl-6'-methoxybenzyl)-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

: 954416-21-8
tert-butyl 1-[2'-(5''-carboxypentanoyl)-6'-methoxybenzyl]-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / Ti(OiPr)3Cl / tetrahydrofuran; hexane / 1.5 h / -60 °C

1.2: 305 mg / tetrahydrofuran / -60 - -20 °C

2.1: 298 mg / hydrogen / Rh(PPh₃)3Cl / toluene / 15 h / 20 °C / 2280.15 Torr

3.1: Dess-Martin periodinane

4.1: sodium chlorite; NaH₂PO₄; 2-methylbut-2-ene

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; hydrogen; Dess-Martin periodane; triisopropoxytitanium(IV) chloride; Wilkinson's catalyst; In tetrahydrofuran; hexane; toluene;
DOI:10.1055/s-2007-986652