4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

Base Information

Chemical Name:4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid
CAS No.:905991-29-9
Molecular Formula:C₂₅H₃₄N₂O₇S₃
Molecular Weight:570.752
Hs Code.:

Synonyms:4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

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Chemical Property of 4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

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Technology Process of 4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

There total 7 articles about 4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid 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: 51.0%

: 292615-81-7
N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-N-methyl-6,8-disulfanyloctamide

: 108-30-5
succinic acid anhydride

: 905991-29-9
4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

: 4,4'-[{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-8-oxooctane-1,3-diyl}bis(thio)]bis(4-oxobutanoic acid)

Guidance literature:: With pyridine; at 20 ℃; for 8h;
DOI:10.1021/jm0510880

Reference yield:

: 292615-76-0
N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide

: 905991-29-9
4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

2: 51 percent / pyridine / 8 h / 20 °C

With pyridine; sodium tetrahydroborate; In tetrahydrofuran; water;
DOI:10.1021/jm0510880

Reference yield:

: 5-{4-[2-(methylamino)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride

: 905991-29-9
4-({8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl}thio)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; isopropyl chloroformate / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 72 percent / Et₃N / CH₂Cl₂; toluene / 1 h / 0 °C

2.1: 86 percent / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 °C

3.1: 51 percent / pyridine / 8 h / 20 °C

With pyridine; sodium tetrahydroborate; isopropyl chloroformate; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm0510880