2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid

Base Information

• Chemical Name: 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid
• CAS No.: 260783-50-4
• Molecular Formula: C₂₅H₂₀N₂O₆S
• Molecular Weight: 476.51

Synonyms:2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid

Chemical Property of 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid

Chemical Property:

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Technology Process of 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid

There total 1 articles about 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic 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:

fluoresceinyl 5-isothiocyanate (1173-43-9) → 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid (260783-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / dimethylformamide / 1 h / 20 °C

2: 50 percent / 30 percent aq. acetic acid / 1 h / 20 °C

With acetic acid; In N,N-dimethyl-formamide; 1: Addition / 2: Hydrolysis;

DOI:10.1002/(SICI)1099-0690(200001)2000:1<211::AID-EJOC211>3.0.CO;2-V

Reference yield: 90.0%

2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid (260783-50-4) + O-α-D-mannopyranosyl oxyamine (390756-39-5) → 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-5-{3-[4-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxyimino)-butyl]-thioureido}-benzoic acid

Guidance literature:

With sodium acetate buffer; In acetonitrile; at 20 ℃; for 4h; pH=4.0;

DOI:10.1021/ol0270935

Reference yield: 70.0%

2-Aminooxy-N-{3-[1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynyl}-acetamide (260783-43-5) + 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-[3-(4-oxo-butyl)-thioureido]-benzoic acid (260783-50-4) → 5-{3-[4-({3-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-prop-2-ynylcarbamoyl}-methoxyimino)-butyl]-thioureido}-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid

Guidance literature:

In water; dimethyl sulfoxide; for 1h;

DOI:10.1002/(SICI)1099-0690(200001)2000:1<211::AID-EJOC211>3.0.CO;2-V

upstream raw materials:

fluoresceinyl 5-isothiocyanate

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