(3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

Base Information

• Chemical Name: (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one
• CAS No.: 154774-32-0
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.252
• Mol file: 154774-32-0.mol

Synonyms:(3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

Chemical Property of (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one

There total 1 articles about (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-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:

(2S,5R)-2-phenyl-1-aza-3-oxabicyclo<3.3.0>octan-8-one (118918-76-6,1820583-17-2) + methyl iodide (74-88-4) → (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one (154774-32-0)

Guidance literature:

With Phenylselenyl bromide; ozone; lithium diisopropyl amide; Yield given. Multistep reaction;

DOI:10.1021/ja00084a062

Reference yield: 89.0%

t-butyldimethylsiyl triflate (69739-34-0) + (3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one (154774-32-0) → (S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-3-phenyl-1H-pyrrolo[1,2-c]oxazole (154774-33-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00084a062

Reference yield:

(3S,7aR)-6-Methyl-3-phenyl-1,7a-dihydro-pyrrolo[1,2-c]oxazol-5-one (154774-32-0) → Acetic acid (S)-2-methyl-1-((3S,7aR)-6-methyl-5-oxo-3-phenyl-5H-pyrrolo[1,2-c]oxazol-7a-yl)-propyl ester (154774-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: 55 percent / SnCl₄ / diethyl ether / -78 °C

3: 99 percent / pyridine / Ambient temperature

With pyridine; 2,6-dimethylpyridine; tin(IV) chloride; In diethyl ether; dichloromethane;

DOI:10.1021/ja00084a062

upstream raw materials:

(2S,5R)-2-phenyl-1-aza-3-oxabicyclo<3.3.0>octan-8-one

methyl iodide

Downstream raw materials:

(S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-3-phenyl-1H-pyrrolo[1,2-c]oxazole

(3R,4S,5R,1'S)-4-hydroxy-5-(1'-hydroxy-2'-methylpropyl)-3-methylpyrrolidin-2-one-5-carboxylic acid

Lactacystin

Acetic acid (S)-2-methyl-1-((3S,7aR)-6-methyl-5-oxo-3-phenyl-5H-pyrrolo[1,2-c]oxazol-7a-yl)-propyl ester