(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine

Base Information

• Chemical Name: (2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine
• CAS No.: 1167430-13-8
• Molecular Formula: C₂₁H₂₅NO
• Molecular Weight: 307.436
• Mol file: 1167430-13-8.mol

Synonyms:(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine

Chemical Property of (2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine

There total 1 articles about (2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine 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: 85.0%

(2S,3R,4S)-1-benzyl-4-methyl-2-vinylpyrrolidin-3-ol (921202-40-6) + benzyl bromide (100-39-0) → (2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine (1167430-13-8)

Guidance literature:

With 4 A molecular sieve; sodium hydride; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1039/b613460b

Reference yield: 63.0%

(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine (1167430-13-8) → [(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methylpyrrolidin-2-yl]methanol (921202-93-9)

Guidance literature:

(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine; With hydrogenchloride; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

With ozone; In methanol; at -78 ℃;

With sodium tetrahydroborate; In methanol; at -78 - -10 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200900100

Reference yield:

(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine (1167430-13-8) → C20H23NO2

Guidance literature:

(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methyl-2-vinylpyrrolidine; With hydrogenchloride; In methanol; at 0 ℃;

With ozone; In methanol; at -78 ℃; Further stages.;

DOI:10.1039/b613460b

upstream raw materials:

(2S,3R,4S)-1-benzyl-4-methyl-2-vinylpyrrolidin-3-ol

benzyl bromide

Downstream raw materials:

[(2S,3R,4S)-1-benzyl-3-(benzyloxy)-4-methylpyrrolidin-2-yl]methanol

Refernces

• 1、 Rives, Arnaud,Genisson, Yves,Faugeroux, Vanessa,Zedde, Chantal,Lepetit, Christine,Chauvin, Remi,Saffon, Nathalie,Andrieu-Abadie, Nathalie,Colie, Sandra,Levade, Thierry,Baltas, Michel. "Highly regioselective oxirane ring-opening of a versatile epoxypyrrolidine precursor of new imino-sugar-based sphingolipid mimics". experimental part. p. 2474 - 2489. Retrieved 2009/09/29.