tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate

Base Information

• Chemical Name: tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate
• CAS No.: 905990-90-1
• Molecular Formula: C₁₈H₂₂N₂O₅S
• Molecular Weight: 378.449

Synonyms:tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate

Chemical Property of tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate

There total 3 articles about tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate 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: 89.0%

thiazoline-2,4-dione (2295-31-0) + tert-butyl (2-(4-formylphenoxy)ethyl)(methyl)carbamate (198990-10-2) → tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate (905990-90-1)

Guidance literature:

With piperidine; benzoic acid; In toluene; for 6h; Heating;

DOI:10.1021/jm0510880

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate (905990-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C

2: 89 percent / benzoic acid; piperidine / toluene / 6 h / Heating

With piperidine; di-isopropyl azodicarboxylate; triphenylphosphine; benzoic acid; In tetrahydrofuran; toluene; 1: Mitsunobu reaction;

DOI:10.1021/jm0510880

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate (905990-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / NaOH / acetone; H₂O

2: 75 percent / PPh₃/DEAD / tetrahydrofuran

3: 85 percent / piperidine / ethanol / Heating

With piperidine; sodium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water; acetone;

DOI:10.1016/S0960-894X(97)10017-8

upstream raw materials:

thiazoline-2,4-dione

tert-butyl (2-(4-formylphenoxy)ethyl)(methyl)carbamate

4-hydroxy-benzaldehyde

di-tert-butyl dicarbonate

Downstream raw materials:

5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione

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}

tert-butoxycarbonylamino-thioacetic acid S-[3-acetylsulfanyl-7-({2-[4-(2,4-dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-methyl-carbamoyl)-heptyl] ester

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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