3-butyl-5-(4-penten-1-yl)indolizidine

Base Information

• Chemical Name: 3-butyl-5-(4-penten-1-yl)indolizidine
• CAS No.: 128855-21-0
• Molecular Formula: C₁₇H₃₁N
• Molecular Weight: 249.44
• Mol file: 128855-21-0.mol

Synonyms:

Chemical Property of 3-butyl-5-(4-penten-1-yl)indolizidine

Chemical Property:

• Vapor Pressure: 0.000268mmHg at 25°C
• Boiling Point: 323.1°C at 760 mmHg
• Flash Point: 135.6°C
• Density: 0.9g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-butyl-5-(4-penten-1-yl)indolizidine

There total 14 articles about 3-butyl-5-(4-penten-1-yl)indolizidine 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)-N-benzyloxycarbonyl-1-butyl-4-pentenylamine (131403-19-5) → (+)-(3S,5S,8aR)-3-butyl-5-(4-pentenyl)indolizidine (128855-21-0)

Guidance literature:

Multi-step reaction with 14 steps

1: 98 percent / AD-mix-β (Aldrich No. 39,276-6) / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

2: imidazole / dimethylformamide

3: Et₃N

4: H₂ / Pd(OH)2 / methanol

5: 1percent HCl

6: NaOH

7: 2.) AgCOOPh / 2.) MeOH

8: LiBHEt₃

9: (COCl)2, Et₃N, DMSO

10: NaH

11: 100 percent / H₂ / Pd(OH)2

12: 83 percent / Me₃Al

13: 1.) DIBALH; 2.) 60percent HClO₄

With 1H-imidazole; hydrogenchloride; sodium hydroxide; perchloric acid; oxalyl dichloride; hydrogen; trimethylaluminum; silver benzoate; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; palladium dihydroxide; In methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.3987/COM-95-S8

Reference yield:

((S)-1-Butyl-4,5-dihydroxy-pentyl)-carbamic acid benzyl ester → (+)-(3S,5S,8aR)-3-butyl-5-(4-pentenyl)indolizidine (128855-21-0)

Guidance literature:

Multi-step reaction with 13 steps

1: imidazole / dimethylformamide

2: Et₃N

3: H₂ / Pd(OH)2 / methanol

4: 1percent HCl

5: NaOH

6: 2.) AgCOOPh / 2.) MeOH

7: LiBHEt₃

8: (COCl)2, Et₃N, DMSO

9: NaH

10: 100 percent / H₂ / Pd(OH)2

11: 83 percent / Me₃Al

12: 1.) DIBALH; 2.) 60percent HClO₄

With 1H-imidazole; hydrogenchloride; sodium hydroxide; perchloric acid; oxalyl dichloride; hydrogen; trimethylaluminum; silver benzoate; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.3987/COM-95-S8

Reference yield:

[(S)-1-Butyl-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl]-carbamic acid benzyl ester → (+)-(3S,5S,8aR)-3-butyl-5-(4-pentenyl)indolizidine (128855-21-0)

Guidance literature:

Multi-step reaction with 12 steps

1: Et₃N

2: H₂ / Pd(OH)2 / methanol

3: 1percent HCl

4: NaOH

5: 2.) AgCOOPh / 2.) MeOH

6: LiBHEt₃

7: (COCl)2, Et₃N, DMSO

8: NaH

9: 100 percent / H₂ / Pd(OH)2

10: 83 percent / Me₃Al

11: 1.) DIBALH; 2.) 60percent HClO₄

With hydrogenchloride; sodium hydroxide; perchloric acid; oxalyl dichloride; hydrogen; trimethylaluminum; silver benzoate; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol;

DOI:10.3987/COM-95-S8

upstream raw materials:

4-penten-1-ylmagnesium bromide

(S)-N-benzyloxycarbonyl-1-butyl-4-pentenylamine

(2S,5S)-2-Butyl-5-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

(3S,8aR)-3-butylhexahydroindolizin-5-(1H)-one