tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

Base Information

• Chemical Name: tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate
• CAS No.: 1268524-68-0
• Molecular Formula: C₂₁H₂₃ClN₂O₂S₂
• Molecular Weight: 435.011

Synonyms:tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

Chemical Property of tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

Chemical Property:

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Technology Process of tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

There total 6 articles about tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate 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: 75.0%

tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate → tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate (1268524-68-0)

Guidance literature:

With Lawessons reagent; In toluene; for 2h; Solvent; Reflux;

DOI:10.1016/j.tetlet.2015.02.062

Reference yield: 47.8%

tert-butyl (S)-2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate (1268524-67-9) → tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate (1268524-68-0)

Guidance literature:

With Lawessons reagent; In toluene; for 4h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201307803

Reference yield:

p-chlorobenzoylacetonitrile (4640-66-8) → tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate (1268524-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfur; morpholine / ethanol / 12 h / 70 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / chloroform / 24 h / 40 °C / Inert atmosphere

3: piperidine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

4: acetic acid / ethanol / 2 h / 80 °C / Inert atmosphere

5: Lawessons reagent / toluene / 4 h / Inert atmosphere; Reflux

With piperidine; Lawessons reagent; morpholine; benzotriazol-1-ol; sulfur; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1002/anie.201307803

upstream raw materials:

p-chlorobenzoylacetonitrile

(2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone

(S)-tert-butyl 3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-((3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)amino)-4-oxobutanoate

tert-butyl (S)-2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

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