(2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine

Base Information

• Chemical Name: (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine
• CAS No.: 745074-66-2
• Molecular Formula: C₁₅H₂₂N₂O
• Molecular Weight: 246.352
• Mol file: 745074-66-2.mol

Synonyms:(2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine

Chemical Property of (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine

There total 3 articles about (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine 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:

benzyloxyacetoaldehyde (60656-87-3) + (S,S)-2,5-bis(methylsulfonyloxy)hexane (119008-52-5) → (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine (745074-66-2)

Guidance literature:

(S,S)-2,5-bis(methylsulfonyloxy)hexane; With hydrazine hydrate; at 20 ℃;

benzyloxyacetoaldehyde; In diethyl ether;

DOI:10.1021/ol0490328

Reference yield:

(2S,5S)-2,5-hexanediol (34338-96-0) → (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine (745074-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / CH₂Cl₂ / 3 h / 0 °C

2.1: hydrazine monohydrate / 20 °C

2.2: 1.77 g / diethyl ether

With hydrazine hydrate; triethylamine; In dichloromethane;

DOI:10.1021/ol0490328

Reference yield:

benzyloxyacetoaldehyde (60656-87-3) + (2R,5R)-1-amino-2,5-dimethylpyrrolidine (834880-35-2) → (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine (745074-66-2)

Guidance literature:

With sodium sulfate; In diethyl ether; for 72h;

DOI:10.1002/ejoc.200800194

upstream raw materials:

benzyloxyacetoaldehyde

(S,S)-2,5-bis(methylsulfonyloxy)hexane

(2S,5S)-2,5-hexanediol

(2R,5R)-1-amino-2,5-dimethylpyrrolidine

Downstream raw materials:

cis-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-4-(benzyloxymethyl)azetidin-2-one

cis-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-(benzyloxymethyl)azetidin-2-one