ENNIATIN B

Base Information

• Chemical Name: ENNIATIN B
• CAS No.: 917-13-5
• Molecular Formula: C₃₃H₅₇N₃O₉
• Molecular Weight: 639.83
• Hs Code.: 29419000
• Mol file: 917-13-5.mol

Synonyms:Enniatin B(6CI,7CI,8CI); 1,7,13-Trioxa-4,10,16-triazacyclooctadecane, cyclic peptidederiv.;Cyclo(3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl-3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl-3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl)

Chemical Property of ENNIATIN B

Chemical Property:

• Vapor Pressure: 1.71E-27mmHg at 25°C
• Melting Point: 229 °C
• Boiling Point: 827°Cat760mmHg
• PKA: -1.08±0.70(Predicted)
• Flash Point: 454°C
• PSA: 139.83000
• Density: 1.036g/cm³
• LogP: 2.96610
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble10mg/mL

Purity/Quality:

98%,99%, ^*data from raw suppliers

Enniatin B ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Enniatins are a family of depsipeptide ionophores, produced several Fusarium species. More recently, the effects of the ennitins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumour action have received more focus. Enniatin B is the most studied of four major analogues of the enniatin complex. Enniatins are a family of depsipeptide ionophores produced by several Fusarium species. Recently, the effects of the enniatins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumor action have received more focus. Enniatin B is the most studied of four major analogues of the enniatin complex.

Technology Process of ENNIATIN B

There total 13 articles about ENNIATIN B 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: 56.0%

C33H59N3O10*ClH (1385638-65-2) → enniatin B (917-13-5,7728-24-7,18670-96-7,18670-97-8,19893-18-6,19893-19-7,39541-49-6,39541-51-0,39541-54-3,39541-55-4,39541-56-5,39541-57-6,39541-58-7,39541-59-8,39541-60-1)

Guidance literature:

C₃₃H₅₉N₃O₁₀*ClH; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.05.110

Reference yield:

(R)-N-butoxycarbonyl-N-methylvaline (1R)-2-methyl-1-[(phenylmethoxy)carbonyl]propyl ester → enniatin B (917-13-5,7728-24-7,18670-96-7,18670-97-8,19893-18-6,19893-19-7,39541-49-6,39541-51-0,39541-54-3,39541-55-4,39541-56-5,39541-57-6,39541-58-7,39541-59-8,39541-60-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / 1,4-dioxane / Inert atmosphere

2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 760.05 Torr

4.1: hydrogenchloride / 1,4-dioxane / Inert atmosphere

5.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

5.2: Inert atmosphere

With hydrogenchloride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; dichloromethane; ethyl acetate;

DOI:10.1016/j.tetlet.2012.05.110

Reference yield:

(R)-2-Hydroxy-3-methylbutyric acid (17407-56-6) → enniatin B (917-13-5,7728-24-7,18670-96-7,18670-97-8,19893-18-6,19893-19-7,39541-49-6,39541-51-0,39541-54-3,39541-55-4,39541-56-5,39541-57-6,39541-58-7,39541-59-8,39541-60-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / Inert atmosphere

4.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 760.05 Torr

6.1: hydrogenchloride / 1,4-dioxane / Inert atmosphere

7.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

7.2: Inert atmosphere

With hydrogenchloride; dmap; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; palladium 10% on activated carbon; hydrogen; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.05.110

upstream raw materials:

C₃₄H₅₄N₂O₉

C₃₈H₆₇N₃O₁₂

C₃₃H₅₉N₃O₁₀*ClH

C₂₇H₄₈N₂O₉

Downstream raw materials:

(3S,6R)-3,6-diisopropyl-4-methyl-2,5-morpholinedione

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