S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

Base Information

Chemical Name:S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate
CAS No.:905991-40-4
Molecular Formula:C₂₈H₄₁N₃O₇S₃
Molecular Weight:627.847
Hs Code.:

Synonyms:S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

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Chemical Property of S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

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Technology Process of S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

There total 7 articles about S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate 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: 72.0%

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

: 4530-20-5
BOC-glycine

: 905991-40-4
S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

: 905991-36-8
S,S'-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-8-oxooctane-1,3-diyl} bis{[(tert-butoxycarbonyl)amino]ethanethioate}

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;
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

: 905991-40-4
S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 21 percent / Et₃N; hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm0510880

Reference yield:

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

: 905991-40-4
S-{8-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]-3-mercapto-8-oxooctyl} [(tert-butoxycarbonyl)amino]ethanethioate

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: 21 percent / Et₃N; hydroxybenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; benzotriazol-1-ol; isopropyl chloroformate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm0510880