erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate

Base Information

• Chemical Name: erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate
• CAS No.: 82752-53-2
• Molecular Formula: C₇₀H₁₂₈O₄
• Molecular Weight: 1033.78
• Mol file: 82752-53-2.mol

Synonyms:erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate

Chemical Property of erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate

There total 15 articles about erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate 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:

16-bromohexadecan-1-ol (59101-28-9) → erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate (82752-53-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 72 percent / HCl / diethyl ether / Ambient temperature

2: 1.) n-BuLi / 1.) RT, HMPT, hexane, 15 min, 2.) RT, 12 h

3: 93 percent / p-toluene sulfonic acid / ethanol / 2 h / Heating

4: 85 percent / LiAlH₄ / bis-(2-hydroxy-ethyl) ether / 288 h / 125 °C

5: 95 percent / pyridine / CH₂Cl₂ / 72 h / Heating

6: 91 percent / NaI / acetone / 24 h / Heating; in the dark

7: 1.) NaH, 2.) n-BuLi / 1.) THF, RT, 1 h, 2.) hexane, from 0 deg C to reflux, 1 h

8: 66 percent / NaBH₄ / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

9: 1.) KOH, 2.) ethyl diisopropylamine / 1.) methanol, benzene, reflux, 2 h, 2.) CHCl₃, CH₃CN, 50 deg C, 2 h

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone; diethylene glycol;

DOI:10.1021/jo00142a003

Reference yield:

icos-1-yne (765-27-5) → erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate (82752-53-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) RT, HMPT, hexane, 15 min, 2.) RT, 12 h

2: 93 percent / p-toluene sulfonic acid / ethanol / 2 h / Heating

3: 85 percent / LiAlH₄ / bis-(2-hydroxy-ethyl) ether / 288 h / 125 °C

4: 95 percent / pyridine / CH₂Cl₂ / 72 h / Heating

5: 91 percent / NaI / acetone / 24 h / Heating; in the dark

6: 1.) NaH, 2.) n-BuLi / 1.) THF, RT, 1 h, 2.) hexane, from 0 deg C to reflux, 1 h

7: 66 percent / NaBH₄ / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

8: 1.) KOH, 2.) ethyl diisopropylamine / 1.) methanol, benzene, reflux, 2 h, 2.) CHCl₃, CH₃CN, 50 deg C, 2 h

With pyridine; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; diethylene glycol;

DOI:10.1021/jo00142a003

Reference yield:

1-iododocosane (62127-53-1) → erythro-phenacyl (E)-2-docosyl-3-hydroxy-tetracont-21-enoate (82752-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Na / 1.) reflux, 10 min, 2.) reflux, 5 h

2: 1.) NaH, 2.) n-BuLi / 1.) THF, RT, 1 h, 2.) hexane, from 0 deg C to reflux, 1 h

3: 66 percent / NaBH₄ / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

4: 1.) KOH, 2.) ethyl diisopropylamine / 1.) methanol, benzene, reflux, 2 h, 2.) CHCl₃, CH₃CN, 50 deg C, 2 h

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; sodium; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1021/jo00142a003

upstream raw materials:

ethyl (E)-2-docosyl-3-hydroxytetracont-21-enoate

α-bromoacetophenone

icos-1-yne

1-iododocosane