Thiocillin I

Base Information

Chemical Name:Thiocillin I
CAS No.:59979-01-0
Molecular Formula:C48H49N13O10S6
Molecular Weight:1160.39
Hs Code.:

Synonyms:Thiocillin I;G-15-II;59979-01-0;C48H49N13O10S6;C48-H49-N13-O10-S6;FEORQDDAQBRWPT-NBBXXHIDSA-N;LS-152605

Suppliers and Price of Thiocillin I

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Cayman Chemical
Thiocillin I
2.5mg
$ 852.00

Cayman Chemical
Thiocillin I
500μg
$ 244.00

AK Scientific
ThiocillinI
2.5mg
$ 1163.00

Total 7 raw suppliers

Chemical Property of Thiocillin I

Chemical Property:

PSA：536.13000
Density:1.456g/cm3
LogP:6.40510
XLogP3:3.2
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:23
Rotatable Bond Count:10
Exact Mass:1159.20496185
Heavy Atom Count:77
Complexity:2230

Purity/Quality:

98%Min ^*data from raw suppliers

Thiocillin I ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC=C1C2=NC(=CS2)C(=O)NC(C3=NC(=CS3)C(=O)NC(C4=NC(=CS4)C5=C(C=CC(=N5)C6=NC(=CS6)C7=NC(=CS7)C(=O)NC(=CC)C(=O)NCC(C)O)C8=NC(=CS8)C(=O)NC(C(=O)N1)C(C)O)C(C)O)C(C)(C)O
Isomeric SMILES:C/C=C/1\C2=NC(=CS2)C(=O)NC(C3=NC(=CS3)C(=O)NC(C4=NC(=CS4)C5=C(C=CC(=N5)C6=NC(=CS6)C7=NC(=CS7)C(=O)N/C(=C/C)/C(=O)NCC(C)O)C8=NC(=CS8)C(=O)NC(C(=O)N1)C(C)O)C(C)O)C(C)(C)O
Uses Thiocillin I is the simplest of the macrocyclic thiazole peptides, first isolated from Bacillus badius. The final structural assignment and total synthesis of thiocillin I was only completed in 2011. Thiocillin I was originally reported as a potent antibacterial but its biological activity has not been extensively investigated. Thiocillin I is a simple macrocyclic thiazole peptide.

Technology Process of Thiocillin I

There total 35 articles about Thiocillin I 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:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 59979-01-0
thiocillin I

Guidance literature:: Multi-step reaction with 21 steps

1.1: ammonium hydroxide / water / 2 h / 70 °C

2.1: Lawessons reagent / toluene / 2 h / Reflux

3.1: ethanol / 2 h / Reflux

4.1: selenium(IV) oxide / acetic acid / 12 h / Reflux

5.1: tetrahydrofuran / 0.5 h / 20 °C

6.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

7.1: ammonium acetate / 12 h / Reflux

8.1: potassium carbonate / ethanol; dichloromethane

9.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

10.1: lithium hydroxide / tetrahydrofuran; water / 2 h

11.1: dmap; triethylamine / dichloromethane / 3 h / Inert atmosphere

12.1: BOP-Cl; triethylamine / acetonitrile / 3 h

13.1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

14.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Inert atmosphere

15.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

16.1: Dess-Martin periodane / dichloromethane / 2 h

17.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water / 2 h

17.2: pH 2

18.1: BOP-Cl; triethylamine / acetonitrile / Inert atmosphere

19.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 20 °C

19.2: pH 3

20.1: dichloromethane / 2 h / 20 °C

21.1: diphenyl phosphoryl azide / N,N-dimethyl-formamide / 2 h / 20 °C

With Lawessons reagent; 1H-imidazole; dmap; selenium(IV) oxide; ammonium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenyl phosphoryl azide; BOP-Cl; ammonium acetate; tetrabutyl ammonium fluoride; potassium carbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 7.1: Bohlmann-Rahtz reaction;
DOI:10.1021/ja110166x

Reference yield:

: C₂HF₃O₂*C₄₈H₅₁N₁₃O₁₁S₆

: 59979-01-0
thiocillin I

Guidance literature:: With diphenyl phosphoryl azide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/ja110166x

Reference yield:

: C₁₀₁H₁₃₁N₁₃O₁₃S₆Si₄

: 59979-01-0
thiocillin I

Guidance literature:: C₁₀₁H₁₃₁N₁₃O₁₃S₆Si₄; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 16h;

With N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); In N,N-dimethyl-formamide; at -20 ℃; for 0.5h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1039/C8SC04885A