(1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one

Base Information

• Chemical Name: (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one
• CAS No.: 116910-16-8
• Molecular Formula: C₁₇H₂₁NO₂
• Molecular Weight: 271.359
• Mol file: 116910-16-8.mol

Synonyms:(1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one

Chemical Property of (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one

There total 12 articles about (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one 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: 58.0%

(3S,7aR)-3-Isopropyl-7a-methyl-6-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one (116910-13-5) + dimethylsulfoxonium methylide (70775-39-2,5367-24-8) → (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one (116910-16-8) + (1aS,1bR,4S,5aR)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one (116910-16-8)

Guidance literature:

Yields of byproduct given;

DOI:10.1021/ja00229a067

Reference yield: 58.0%

(3S,7aR)-3-Isopropyl-7a-methyl-6-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one (116910-13-5) + dimethylsulfoxonium methylide (70775-39-2,5367-24-8) → (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one (116910-16-8) + (1aS,1bR,4S,5aR)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one (116910-16-8)

Guidance literature:

Yields of byproduct given;

DOI:10.1021/ja00229a067

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → (1aR,1bR,4S,5aS)-4-Isopropyl-1b-methyl-5a-phenyl-hexahydro-2-oxa-4a-aza-cyclopropa[a]pentalen-5-one (116910-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / toluene / 16 h / Heating

2: 58 percent

In toluene;

DOI:10.1021/ja00229a067

upstream raw materials:

trimethylsulfoxonium iodide

(3S,7aR)-3-Isopropyl-7a-methyl-6-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

dimethylsulfoxonium methylide

(S)-valinol

Downstream raw materials:

(1S,2R)-2-Acetyl-1-phenyl-cyclopropanecarboxylic acid methyl ester