bacilysin

Base Information

• Chemical Name: bacilysin
• CAS No.: 1395-22-8
• Molecular Formula: C₁₂H₁₈N₂O₅
• Molecular Weight: 270.285
• Mol file: 1395-22-8.mol

Synonyms:bacilysin

Chemical Property of bacilysin

Chemical Property:

• Vapor Pressure: 1.11E-14mmHg at 25°C
• Boiling Point: 574.2°C at 760 mmHg
• Flash Point: 301.1°C
• Density: 1.342g/cm³

Purity/Quality:

99%, ^*data from raw suppliers

BACILYSIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bacilysin

There total 9 articles about bacilysin 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:

(S)-2-Benzyloxycarbonylamino-3-((1R,2R,6R)-5-oxo-7-oxa-bicyclo[4.1.0]hept-2-yl)-propionic acid → Bacilysin (154727-79-4,1395-22-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / dicyclohexylcarbodiimide / various solvent(s) / 0 °C

2: Et₃N / Pd(OAc)2 / CH₂Cl₂ / 12 h / 25 °C

3: 1) Bu₄NF / 1) THF, 0 deg C, 10 min, then CF₃COOH, 2) 25 deg C, 1.5 h

4: 1) 0.5M NaOH, 2) HCOOH / 2) Pd(black) / 1) THF, 0 deg C, 15 min, 2) MeOH/H₂O, 25 deg C, 15 min

With sodium hydroxide; formic acid; tetrabutyl ammonium fluoride; triethylamine; dicyclohexyl-carbodiimide; palladium diacetate; palladium; In dichloromethane;

Reference yield:

(S)-2-Benzyloxycarbonylamino-3-((1R,2R,6R)-5-oxo-7-oxa-bicyclo[4.1.0]hept-2-yl)-propionic acid methyl ester → Bacilysin (154727-79-4,1395-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / Pd(OAc)2 / CH₂Cl₂ / 12 h / 25 °C

2: 1) Bu₄NF / 1) THF, 0 deg C, 10 min, then CF₃COOH, 2) 25 deg C, 1.5 h

3: 1) 0.5M NaOH, 2) HCOOH / 2) Pd(black) / 1) THF, 0 deg C, 15 min, 2) MeOH/H₂O, 25 deg C, 15 min

With sodium hydroxide; formic acid; tetrabutyl ammonium fluoride; triethylamine; palladium diacetate; palladium; In dichloromethane;

Reference yield:

(1R,2R,4R,5R)-6-Benzyloxycarbonylamino-5-hydroxy-3-oxa-tricyclo[3.2.2.02,4]nonane-6-carboxylic acid benzyl ester → Bacilysin (154727-79-4,1395-22-8)

Guidance literature:

Multi-step reaction with 6 steps

1: tBuOK / 2-methyl-propan-2-ol / 4 h / Heating

2: 0.2M NaOH / methanol; H₂O

3: 56 percent / dicyclohexylcarbodiimide / various solvent(s) / 0 °C

4: Et₃N / Pd(OAc)2 / CH₂Cl₂ / 12 h / 25 °C

5: 1) Bu₄NF / 1) THF, 0 deg C, 10 min, then CF₃COOH, 2) 25 deg C, 1.5 h

6: 1) 0.5M NaOH, 2) HCOOH / 2) Pd(black) / 1) THF, 0 deg C, 15 min, 2) MeOH/H₂O, 25 deg C, 15 min

With sodium hydroxide; formic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; triethylamine; dicyclohexyl-carbodiimide; palladium diacetate; palladium; In methanol; dichloromethane; water; tert-butyl alcohol;

Refernces

• 1、 Crossley, Maxwell J.,Stamford, Andrew W.. "Concise, Stereocontrolled Synthesis of the C4 Epimers of Anticapsin and Bacilysin: Revision of the Configurations of the Natural Products". . p. 1443 - 1446. Retrieved 2007/10/02.