2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:86835-31-6
Molecular Formula:C₃₂H₃₄N₂O₃
Molecular Weight:494.634
Hs Code.:

Synonyms:2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

There total 6 articles about 2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester 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:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 86835-31-6
2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) SOCl₂ / 1.) THF, reflux, 18 h

2: 1.) BH₃*DMS, 2.) NaOH, H₂O₂ / 1.) PhCH₃, reflux 18 h

3: 1.) PCC, 2.) LiAlH₄

4: 1.) Et₃N, 2.) NaH; n-BuLi, 3.) TsN₃

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; 4-toluenesulfonyl azide; dimethylsulfide borane complex; dihydrogen peroxide; sodium hydride; triethylamine; pyridinium chlorochromate;
DOI:10.1021/ja00356a048

Reference yield:

: 86835-44-1
1-((1R,4R)-1,7,7-Trimethyl-bicyclo[2.2.1]hept-2-en-2-yl)-naphthalene

: 86835-31-6
2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BH₃*DMS, 2.) NaOH, H₂O₂ / 1.) PhCH₃, reflux 18 h

2: 1.) PCC, 2.) LiAlH₄

3: 1.) Et₃N, 2.) NaH; n-BuLi, 3.) TsN₃

With sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; 4-toluenesulfonyl azide; dimethylsulfide borane complex; dihydrogen peroxide; sodium hydride; triethylamine; pyridinium chlorochromate;
DOI:10.1021/ja00356a048

Reference yield:

: 86852-75-7
(3-endo-hydroxy-2-exo-naphthyl)bornane

: 86835-31-6
2-Diazo-3-oxo-6-phenyl-hexanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) PCC, 2.) LiAlH₄

2: 1.) Et₃N, 2.) NaH; n-BuLi, 3.) TsN₃

With lithium aluminium tetrahydride; n-butyllithium; 4-toluenesulfonyl azide; sodium hydride; triethylamine; pyridinium chlorochromate;
DOI:10.1021/ja00356a048