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

Base Information

• Chemical Name: tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)carbamate
• CAS No.: 905990-92-3
• Molecular Formula: C₁₇H₂₀N₂O₅S
• Molecular Weight: 364.422

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

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

Chemical Property:

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

There total 4 articles about tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)carbamate 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: 93.0%

thiazoline-2,4-dione (2295-31-0) + [2-(4-formyl-phenoxy)-ethyl]-carbamic acid tert-butyl ester (198990-09-9) → tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)carbamate (905990-92-3)

Guidance literature:

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

DOI:10.1021/jm0510880

Reference yield:

2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) → tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)carbamate (905990-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C

2: 93 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:

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)carbamate (905990-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C

2: 93 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

upstream raw materials:

thiazoline-2,4-dione

[2-(4-formyl-phenoxy)-ethyl]-carbamic acid tert-butyl ester

2-(N-tert-butoxycarbonylamino)ethanol

4-hydroxy-benzaldehyde

Downstream raw materials:

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

N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl) pentanamide

5-({4-[2-aminoethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione

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