[1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane

Base Information

• Chemical Name: [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane
• CAS No.: 264921-57-5
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• Mol file: 264921-57-5.mol

Synonyms:[1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane

Chemical Property of [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane

There total 3 articles about [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane 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: 78.0%

(1α,5α)-6β-phenyl-3-oxabicyclo[3.1.0]hexan-2-one (132435-61-1) → [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane (264921-57-5)

Guidance literature:

(1α,5α)-6β-phenyl-3-oxabicyclo[3.1.0]hexan-2-one; With hydrazine hydrate; In methanol; at 20 ℃; for 12h;

With hydrogenchloride; sodium nitrite; In ethanol; water; at 0 ℃; for 0.5h;

In toluene; at 80 ℃; for 16h;

DOI:10.1021/jacs.9b02700

Reference yield:

((1S,2R,3R)-2-Isocyanato-3-phenyl-cyclopropyl)-methanol → [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane (264921-57-5)

Guidance literature:

In toluene; at 80 ℃; for 14h;

DOI:10.1021/jo991288h

Reference yield:

[1S-(1α,2α,3β)]-2-hydroxymethyl-3-phenylcyclopropane hydrazide (264921-56-4) → [1S-(1α,6α,7β)]-2-aza-3-oxo-7-phenyl-4-oxabicyclo[4.1.0]heptane (264921-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaNO₂; aq. HCl / diethyl ether / 0.5 h / 0 °C

2: 0.22 g / toluene / 14 h / 80 °C

With hydrogenchloride; sodium nitrite; In diethyl ether; toluene; 1: Elimination / 2: Cycloaddition;

DOI:10.1021/jo991288h

upstream raw materials:

(1α,5α)-6β-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

[1S-(1α,2α,3β)]-2-hydroxymethyl-3-phenylcyclopropane hydrazide

Downstream raw materials:

[1S-(1α,2α,3β)]-1-amino-2-hydroxymethyl-3-phenylcyclopropane