jietacin A

Base Information

• Chemical Name: jietacin A
• CAS No.: 109766-61-2
• Molecular Formula: C18H34 N2 O2
• Molecular Weight: 310.48
• Hs Code.: 2928000090
• Mol file: 109766-61-2.mol

Synonyms:8-Pentadecanone,1-(ethenyl-ONN-azoxy)-14-methyl- (9CI); Jietacin A; Jietacine A

Chemical Property of jietacin A

Chemical Property:

• Vapor Pressure: 1.05E-07mmHg at 25°C
• Boiling Point: 433.1°C at 760 mmHg
• Flash Point: 215.7°C
• PSA: 58.18000
• Density: 0.94g/cm³
• LogP: 6.13180

Purity/Quality:

95% ^*data from raw suppliers

JIETACIN A 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of jietacin A

There total 15 articles about jietacin A 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: 86.0%

(Z)-7-<2-(6-methylheptyl)-1,3-dioxolan-2-yl>heptane-NNO-azoxy-2-ethene (119947-18-1) → jietacin A (109766-61-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; for 2h; Heating;

Reference yield:

1-bromo-6-methylheptane (52648-04-1) → jietacin A (109766-61-2)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) Mg / 1.) ether, 2.) ether, 8 h, RT

2: 54 percent / I₂ / CHCl₃ / 2 h / Heating

3: 1.) O₃, 2.) LiAlH₄ / 1.) hexane, -45 deg C, 2.) hexane, ether, from -45 to -35 deg C

4: 94 percent / Br₂, NaHCO₃, HMPA / CH₂Cl₂ / 0 °C

5: 95 percent / TosOH*H₂O / toluene / 2 h / Heating

6: 90 percent / pyridine / 40 h / 4 °C

7: 1.) NaN₃, 2.) LiAlH₄ / 1.) N-methyl-2-pyrrolidinone, 3 h, 100 deg C, 2.) ether, 3 h

8: 98 percent / 2 h / Heating

9: N₂O₄, NaHCO₃ / diethyl ether / 1 h / 0 °C

10: 1.) t-BuOK, 2.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, 1 h, -30 deg C, 2.) THF, 16 h, RT

11: 1.) LDA / 1.) THF, 30 min, -78 deg C, 2.) THF, 30 min, -78 deg C

12: 1.) MsCl, Et₃N, 2.) Et₃N / 1.) toluene, 2 h, RT, 2.) toluene, 48 h, reflux

13: 86 percent / pyridinium p-toluenesulfonate / acetone / 2 h / Heating

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; sodium azide; potassium tert-butylate; bromine; iodine; pyridinium p-toluenesulfonate; dinitrogen tetraoxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; magnesium; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane; chloroform; acetone; toluene;

Reference yield:

14-methyl-1,8-pentadecandiol (119947-03-4) → jietacin A (109766-61-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 94 percent / Br₂, NaHCO₃, HMPA / CH₂Cl₂ / 0 °C

2: 95 percent / TosOH*H₂O / toluene / 2 h / Heating

3: 90 percent / pyridine / 40 h / 4 °C

4: 1.) NaN₃, 2.) LiAlH₄ / 1.) N-methyl-2-pyrrolidinone, 3 h, 100 deg C, 2.) ether, 3 h

5: 98 percent / 2 h / Heating

6: N₂O₄, NaHCO₃ / diethyl ether / 1 h / 0 °C

7: 1.) t-BuOK, 2.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, 1 h, -30 deg C, 2.) THF, 16 h, RT

8: 1.) LDA / 1.) THF, 30 min, -78 deg C, 2.) THF, 30 min, -78 deg C

9: 1.) MsCl, Et₃N, 2.) Et₃N / 1.) toluene, 2 h, RT, 2.) toluene, 48 h, reflux

10: 86 percent / pyridinium p-toluenesulfonate / acetone / 2 h / Heating

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; sodium azide; potassium tert-butylate; bromine; pyridinium p-toluenesulfonate; dinitrogen tetraoxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane; acetone; toluene;

upstream raw materials:

(Z)-7-<2-(6-methylheptyl)-1,3-dioxolan-2-yl>heptane-NNO-azoxy-2-ethene

1-bromo-6-methylheptane

14-methyl-1,8-pentadecandiol

1-(6-methylheptyl)-1-cyclooctene