UK 1

Base Information

• Chemical Name: UK 1
• CAS No.: 151271-53-3
• Molecular Formula: C22H14 N2 O5
• Molecular Weight: 386.364
• Mol file: 151271-53-3.mol

Synonyms:UK 1; UK 1(cytotoxin)

Chemical Property of UK 1

Chemical Property:

• Vapor Pressure: 1.71E-12mmHg at 25°C
• Melting Point: 209-210℃
• Boiling Point: 558.2°Cat760mmHg
• PKA: 8.55±0.30(Predicted)
• Flash Point: 291.4°C
• PSA: 98.59000
• Density: 1.423g/cm³
• LogP: 4.79520
• Solubility.: Soluble in DMSO;Soluble in dimethyl formamide

Purity/Quality:

98% ^*data from raw suppliers

UK-1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: UK-1 is an unusual bis-benzoxazole metabolite isolated from a species of Streptomyces. UK-1 exhibits good antitumour activity but is devoid of antimicrobial activity. UK-1 acts as a magnesium ion-dependent, DNA binding agent and inhibitor of human topoisomerase II. UK-1 is an antibiotic and antifungal inhibitor of topoisomerase II.

Technology Process of UK 1

There total 15 articles about UK 1 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: 99.0%

methyl 3-hydroxy-2-{[2-(benzyloxyphenyl)-1,3-benzoxazol-4-yl]carbonyl}aminobenzoate (186501-26-8) → 2'-(2-hydroxyphenyl)-2,4'-bibenzoxazole-4-carboxylic acid methyl ester (151271-53-3)

Guidance literature:

With toluene-4-sulfonic acid; In xylene; at 140 ℃; for 1h;

DOI:10.1016/S0040-4039(96)02288-5

Reference yield: 1.0%

methyl 3-hydroxy-2-{[2-(benzyloxyphenyl)-1,3-benzoxazol-4-yl]carbonyl}aminobenzoate (186501-26-8) → 2'-(2-hydroxyphenyl)-2,4'-bibenzoxazole-4-carboxylic acid methyl ester (151271-53-3) + methyl 2'-(3-benzyl-2-hydroxyphenyl)-2,4'-bi-1,3-benzoxazole-4-carboxylate

Guidance literature:

With toluene-4-sulfonic acid; In water; toluene; for 2h; Heating / reflux;

Reference yield:

2-amino-3-hydroxy-benzoic acid methyl ester (17672-21-8) → 2'-(2-hydroxyphenyl)-2,4'-bibenzoxazole-4-carboxylic acid methyl ester (151271-53-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 0.30 g / pyridine / CH₂Cl₂

2: 86 percent / 5 h / 230 °C / 40 Torr

3: 84 percent / sodium hydroxide / tetrahydrofuran / 2 h / Heating

4: oxalyl chloride; N,N-dimethylformamide / CH₂Cl₂ / 2 h / 20 °C

5: 0.08 g / pyridine / CH₂Cl₂

6: 43 percent / p-toluenesulfonic acid / xylene / 2 h / Heating

With pyridine; sodium hydroxide; oxalyl dichloride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; xylene;

DOI:10.1016/j.bmc.2006.05.007

upstream raw materials:

methyl 3-hydroxy-2-{[2-(benzyloxyphenyl)-1,3-benzoxazol-4-yl]carbonyl}aminobenzoate

2-benzyloxybenzoic acid

2-benzyloxybenzoyl chloride

methyl 2-(benzyloxy)benzoate

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