(+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine

Base Information

• Chemical Name: (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine
• CAS No.: 83455-93-0
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375
• Mol file: 83455-93-0.mol

Synonyms:(+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine

Chemical Property of (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine

There total 4 articles about (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine 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: 79.3%

benzyl bromide (100-39-0) + (+/-)-1-(ethoxycarbonyl)-3β-hydroxy-2β-(prop-1-en-3-yl)pyrrolidine (83455-92-9) → (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine (83455-93-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1021/jo00169a005

Reference yield:

ethyl-3-oxo-1-pyrrolidinecarboxylate (14891-10-2) → (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine (83455-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 48.8 percent Turnov_. / p-toluenesulfonic acid, sodium sulfate / xylene / Heating

2: 62 percent / NaBH₄

3: 79.3 percent / NaH / dimethylformamide

With sodium tetrahydroborate; sodium hydride; toluene-4-sulfonic acid; sodium sulfate; In N,N-dimethyl-formamide; xylene;

Reference yield:

(+/-)-1-(ethoxycarbonyl)-2-(prop-1-en-3-yl)pyrrolidin-3-one (83455-91-8) → (+/-)-3β-(benzyloxy)-1-(ethoxycarbonyl)-2β-(prop-1-en-3-yl)pyrrolidine (83455-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / NaBH₄

2: 79.3 percent / NaH / dimethylformamide

With sodium tetrahydroborate; sodium hydride; In N,N-dimethyl-formamide;

upstream raw materials:

benzyl bromide

(+/-)-1-(ethoxycarbonyl)-3β-hydroxy-2β-(prop-1-en-3-yl)pyrrolidine

ethyl-3-oxo-1-pyrrolidinecarboxylate

N-ethoxycarbonyl-N-ethoxycarbonylmethyl-β-alanine ethyl ester

Downstream raw materials:

(+/-)-3β-(benzyloxy)-2β-(prop-1-en-3-yl)pyrrolidine