chlorothricin

Base Information

• Chemical Name: chlorothricin
• CAS No.: 34707-92-1
• Molecular Formula: C₂₉H₃₆O₈
• Molecular Weight: 512.6
• Mol file: 34707-92-1.mol

Synonyms:Chlorothricin;18H-16a,19-Metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin,chlorothricin deriv.;18H-16a,19-Metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin-14-carboxylicacid, 4-[[4-O-[3-O-(3-chloro-6-methoxy-2-methylbenzoyl)-2,6-dideoxy-b-D-arabino-hexopyranosyl]-2,6-dideoxy-b-D-arabino-hexopyranosyl]oxy]-1,2,3,4,4a,6a,7,8,9,10,12a,15,16,21,21a,21b-hexadecahydro-22-hydroxy-15,21a-dimethyl-18,21-dioxo-,[4S-(4R*,4aR*,6aS*,11E,12aS*,15S*,16aR*,21aS*,21bS*)]-;[4S-(4R*,4aR*,6aS*,11E,12aS*,15S*,16aR*,21aS*,21bS*)]-4-[[4-O-[3-O-(3-Chloro-6-methoxy-2-methylbenzoyl)-2,6-dideoxy-b-D-arabino-hexopyranosyl]-2,6-dideoxy-b-D-arabino-hexopyranosyl]oxy]-1,2,3,4,4a,6a,7,8,9,10,12a,15,16,21,21a,21b-hexadecahydro-22-hydroxy-15,21a-dimethyl-18,21-dioxo-18H-16a,19-metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin-14-carboxylicacid

Chemical Property of chlorothricin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 206-207°
• Boiling Point: 1021.1°Cat760mmHg
• PKA: pK: 5.01, 7.91(at 25℃)
• Flash Point: 571.4°C
• PSA: 223.04000
• Density: 1.39g/cm³
• LogP: 6.95860
• Solubility.: Soluble in ethanol;Soluble in methanol;Soluble in DMSO;Soluble in dimethyl formamide

Purity/Quality:

>99% by HPLC ^*data from raw suppliers

Chlorothricin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: The tetronic acid, chlorothricin, is an unusual macrocyclic antibiotic from a Streptomyces sp., related to kijanimicin, saccharocarcins, tetrocarcins and versipelostatin. Chlorothricin inhibits cholesterol biosynthesis from mevalonate, and inhibits pyruvate carboxylases purified from rat liver, chicken liver and Azotobacter vinelandii. Chlorothricin is a spirotetronic acid antibiotic inhibitor of pyruvate carboxylase.

Technology Process of chlorothricin

There total 9 articles about chlorothricin 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: 91.0%

C36H52O10Si (213122-67-9) → chlorothricolide (34707-92-1)

Guidance literature:

With boron trifluoride diethyl etherate; ethanethiol; In dichloromethane;

DOI:10.1021/ja980611f

Reference yield:

C36H54O9Si (213122-74-8) → chlorothricolide (34707-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: MnO₂ / CH₂Cl₂

2: aq. NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; acetonitrile

3: 91 percent / EtSH, BF₃*Et₂O / CH₂Cl₂

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; boron trifluoride diethyl etherate; ethanethiol; In dichloromethane; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ja980611f

Reference yield:

C52H72O9Si2 (157944-74-6) → chlorothricolide (34707-92-1)

Guidance literature:

Multi-step reaction with 4 steps

1: TEA*HF / acetonitrile / 50 °C

2: MnO₂ / CH₂Cl₂

3: aq. NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; acetonitrile

4: 91 percent / EtSH, BF₃*Et₂O / CH₂Cl₂

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; boron trifluoride diethyl etherate; triethylamine hydrofluoride; ethanethiol; In dichloromethane; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ja980611f

upstream raw materials:

C₃₆H₅₂O₁₀Si

C₃₆H₅₄O₉Si

C₅₂H₇₆O₈Si₂

C₅₂H₇₂O₉Si₂

Refernces

Synthesis of 5-chloro-6-methyl-salicylic acid methyl ether, a degradation product of chlorothricin

10.1002/hlca.19700530639

The research aimed to synthesize 5-chloro-6-methyl-salicylic acid methyl ether, a degradation product of the antibiotic chlorothricin, starting from 2-nitro-5-hydroxy-toluene. The purpose was to confirm the structure of the degradation product through a definitive synthesis process. The researchers achieved this by undergoing a series of chemical reactions involving various intermediates, including 4-nitro-m-kresol, 2-brom-3-methyl-4-nitro-anisol, 2-brom-3-methyl-4-amino-anisol, and 2-brom-4-chlor-3-methyl-anisol, among others. The final product, 5-chloro-6-methyl-salicylsaure-methylather, was obtained through a Grignard reaction and subsequent reactions with carbon dioxide. The synthesized product was confirmed to be identical to the degradation product of chlorothricin through spectroscopic comparison with the actual degradation product. The chemicals used in this process included bromide, methylating agents, tin(II) chloride, sodium hydroxide, hydrochloric acid, copper(I) chloride, and magnesium, among others, along with various solvents and reagents necessary for the synthesis and purification steps.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 34707-92-1 chlorothricin

Send

Send

Metric Ton KG G Pound L ML

Send

Send