(1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE

Base Information

• Chemical Name: (1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE
• CAS No.: 328010-05-5
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.262
• Mol file: 328010-05-5.mol

Synonyms:(1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE

Chemical Property of (1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE

Chemical Property:

• PSA: 29.10000
• LogP: 1.88590

Purity/Quality:

(1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-ONE

There total 6 articles about (1S, 2S, 5R, 7S)-2,8,8,TRIMETHYL-3-AZATRICYCLO[5.1.1.0(2,5)]NONANE-4-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: 83.0%

(1S,2S,5R,7S)-2,8,8-Trimethyl-4-oxo-3-aza-tricyclo[5.1.1.02,5]nonane-3-sulfonyl chloride (37500-21-3) → (1S,2S,5R,7S)-2,8,8-trimethyl-3-azatricyclo[5.1.1.02,5]nonan-4-one (35182-62-8,328010-05-5)

Guidance literature:

With potassium hydroxide; sodium sulfite;

DOI:10.1021/jf403586t DOI:10.1021/jf403586t

Reference yield: 80.0%

isocyanate de chlorosulfonyle (1189-71-5) + (+)-α-pinene (7785-70-8,25766-18-1) → (1S,2S,5R,7S)-2,8,8-trimethyl-3-azatricyclo[5.1.1.02,5]nonan-4-one (35182-62-8,328010-05-5)

Guidance literature:

With potassium hydroxide; sodium sulfite; at 20 ℃; for 48h; regioselective reaction;

DOI:10.1016/j.tetasy.2011.03.013

Reference yield:

C11H16ClNO3S → (1R,2R,5S,7R)-2,8,8-trimethyl-3-azatricyclo[5.1.1.02,5]nonan-4-one (328010-06-6,328010-05-5)

Guidance literature:

With potassium hydroxide; sodium sulfite; In diethyl ether; water; pH=7 - 8; Cooling;

DOI:10.1007/s11172-008-0017-8

upstream raw materials:

isocyanate de chlorosulfonyle

(+)-α-pinene

(-)-isopinocamphyl tosylate

(1S,2S,5R,7S)-2,8,8-Trimethyl-4-oxo-3-aza-tricyclo[5.1.1.0^2,5]nonane-3-sulfonyl chloride

Downstream raw materials:

C₁₂H₂₁NO₂

tert-butyl (1S,2S,3R,5S)-2,6,6-trimethyl-3-{[(R)-1-phenylethyl]carbamoyl}bicyclo[3.1.1]heptan-2-ylcarbamate

methyl (S)-2-{(1S,2S,3R,5S)-2-[(tert-butoxycarbonyl)amino]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ylcarboxamido}-3-phenylpropanoate

benzyl (S)-2-({(1S,2S,3R,5S)-2-[(tert-butoxycarbonyl)amino]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ylcarboxamido}methyl)pyrrolidine-1-carboxylate

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