(2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene

Base Information

• Chemical Name: (2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene
• CAS No.: 111373-52-5
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.251
• Mol file: 111373-52-5.mol

Synonyms:(2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene

Chemical Property of (2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene

There total 1 articles about (2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene 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:

cis-1,2-cyclobutane dicarboxylic anhydride (4462-96-8) → (2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene (111373-52-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.175 gradC, 2. Ac₂O, 200 gradC

2: 92 percent / LiAlH₄

3: 1. MCPBA, 2. Cope elimination, 170 gradC

4: HgO

5: 77 percent / toluene / 110 °C / sealed tube

With lithium aluminium tetrahydride; mercury(II) oxide; In toluene;

DOI:10.1016/S0040-4039(00)95703-4

Reference yield:

(2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene (111373-52-5) → (1S,2R,4S,5R)-3-Benzyl-2,4-dibutyl-3-aza-bicyclo[3.2.0]heptane (111373-69-4)

Guidance literature:

Multi-step reaction with 5 steps

1: MCPBA

3: 1. BzBr, 2. Zn/HOAc

4: 91 percent / Et₃N

5: 72 percent / Super Hydride

With lithium triethylborohydride; triethylamine; 3-chloro-benzenecarboperoxoic acid;

DOI:10.1016/S0040-4039(00)95702-2

Reference yield:

(2aR,2bS,4R,6aS)-4-Ethyl-octahydro-5-oxa-5a-aza-cyclobuta[a]pentalene (111373-52-5) → Methanesulfonic acid 1-[(1S,2R,4S,5R)-3-benzyl-4-(2-methanesulfonyloxy-butyl)-3-aza-bicyclo[3.2.0]hept-2-ylmethyl]-propyl ester (111373-67-2)

Guidance literature:

Multi-step reaction with 4 steps

1: MCPBA

3: 1. BzBr, 2. Zn/HOAc

4: 91 percent / Et₃N

With triethylamine; 3-chloro-benzenecarboperoxoic acid;

DOI:10.1016/S0040-4039(00)95702-2

upstream raw materials:

cis-1,2-cyclobutane dicarboxylic anhydride

Downstream raw materials:

(1S,2R,4S,5R)-3-Benzyl-2,4-dibutyl-3-aza-bicyclo[3.2.0]heptane

Methanesulfonic acid 1-[(1S,2R,4S,5R)-3-benzyl-4-(2-methanesulfonyloxy-butyl)-3-aza-bicyclo[3.2.0]hept-2-ylmethyl]-propyl ester

1-[(1S,2R,4S,5R)-3-Benzyl-4-(2-hydroxy-butyl)-3-aza-bicyclo[3.2.0]hept-2-yl]-butan-2-ol

1-[(1R,2S,4S,5S)-3-Benzyl-4-(2-hydroxy-butyl)-3-aza-bicyclo[3.2.0]hept-2-yl]-butan-2-ol