(Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester

Base Information

• Chemical Name: (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester
• CAS No.: 1609398-85-7
• Molecular Formula: C₂₁H₂₀F₃NO₄S
• Molecular Weight: 439.455

Synonyms:(Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester

Chemical Property of (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester

Chemical Property:

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Technology Process of (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester

There total 2 articles about (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester 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:

2-(2,4,5-trifluorobenzyl)-2H-1,2-benzothiazin-4(3H)-one 1,1-dioxide (1349170-98-4) + (tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester (1609398-85-7)

Guidance literature:

In toluene; at 40 ℃; for 12h;

DOI:10.1021/jo500338c

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → (Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester (1609398-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzene / 1 h

1.2: 1 h

2.1: toluene / 12 h / 40 °C

In toluene; benzene; 2.1: |Wittig Olefination;

DOI:10.1021/jo500338c

Reference yield: 67.7%

(Z)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid tert-butyl ester (1609398-85-7) → 2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid tert-butyl ester (1609398-89-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 12h;

DOI:10.1021/jo500338c

upstream raw materials:

2-(2,4,5-trifluorobenzyl)-2H-1,2-benzothiazin-4(3H)-one 1,1-dioxide

(tert-Butoxycarbonylmethylene)triphenylphosphorane

bromoacetic acid tert-butyl ester

Downstream raw materials:

(-)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid tert-butyl ester

2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid tert-butyl ester

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