tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid

Base Information

• Chemical Name: tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid
• CAS No.: 1609963-70-3
• Molecular Formula: C₂HF₃O₂*C₂₅H₃₀FN₅O₅S
• Molecular Weight: 645.632

Synonyms:tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid

Chemical Property of tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid

Chemical Property:

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Technology Process of tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid

There total 7 articles about tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic 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: 58.0%

2-[[7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluoro-phenol (1609963-61-2) + tert-butyl 4-(3-nitrophenyl)sulfonyloxyisoxazolidine-2-carboxylate (1609963-68-9) → tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid (1609963-70-3)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; caesium carbonate; at 20 ℃;

Reference yield:

C11H12BrN3 (1609962-88-0) → tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid (1609963-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid / 1 h / 100 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; johnphos; sodium t-butanolate / 1,4-dioxane / 4.5 h / 80 °C

3: boron tribromide / dichloromethane / 0.25 h / 0 °C

4: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; caesium carbonate / 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; boron tribromide; caesium carbonate; johnphos; sodium t-butanolate; In 1,4-dioxane; dichloromethane; acetic acid;

Reference yield:

N-(2-benzyloxy-4-fluoro-phenyl)-7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-amine (1609963-63-4) → tert-butyl 4-[2-[[7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluorophenoxy]isoxazolidine-2-carboxylate trifluoroacetic acid (1609963-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / 0.25 h / 0 °C

2: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; caesium carbonate / 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; boron tribromide; caesium carbonate; In dichloromethane;

upstream raw materials:

2-[[7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-yl]amino]-5-fluoro-phenol

tert-butyl 4-(3-nitrophenyl)sulfonyloxyisoxazolidine-2-carboxylate

N-(2-benzyloxy-4-fluoro-phenyl)-7-bromo-5-methyl-quinazolin-4-amine

N-(2-benzyloxy-4-fluoro-phenyl)-7-[[dimethyl(oxo)-λ⁶-sulfanylidene]amino]-5-methyl-quinazolin-4-amine

Downstream raw materials:

C₂₀H₂₂FN₅O₃S

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