Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)

Base Information

Chemical Name:Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)
CAS No.:459124-75-5
Molecular Formula:C₁₀H₁₅NO₃
Molecular Weight:197.234
Hs Code.:
Mol file:459124-75-5.mol

Synonyms:Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)

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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 Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)

Chemical Property:

PSA：66.40000
LogP:1.27810

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)

There total 3 articles about Bicyclo[2.2.1]heptane-1-carboxamide, N-hydroxy-7,7-dimethyl-2-oxo-, (1S,4R)- (9CI) 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: 96.0%

: 464-78-8,6994-94-1,64234-14-6,40724-67-2
(1S)-(+)-ketopinic acid

: 459124-75-5
(1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid hydroxyamide

Guidance literature:: (1S)-(+)-ketopinic acid; With thionyl chloride; at 25 ℃; for 12h;

With chloro-trimethyl-silane; hydroxylamine hydrochloride; triethylamine; In acetonitrile; at 25 ℃; for 8h;
DOI:10.1016/S0957-4166(02)00192-1

Reference yield:

: 459124-79-9
(1S,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbaldehyde

: 459124-75-5
(1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 310 mg / Jones reagent / acetone / 0 °C

2.1: SOCl₂ / 12 h / 25 °C

2.2: 96 percent / HONH₂*HCl; NEt₃; Me₃SiCl / acetonitrile / 8 h / 25 °C

With thionyl chloride; jones reagent; In acetone;
DOI:10.1016/S0957-4166(02)00192-1

Reference yield:

: 459124-78-8
(1R,4S)-2-[(1'S,4'R)-2-oxo-1-bornylcarbonyl]-2-aza-3-oxabicyclo[3.2.2]-8-nonene

: 459124-75-5
(1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiAlH₄ / tetrahydrofuran / 0 - 20 °C

1.2: aq. HCl / diethyl ether

2.1: 310 mg / Jones reagent / acetone / 0 °C

3.1: SOCl₂ / 12 h / 25 °C

3.2: 96 percent / HONH₂*HCl; NEt₃; Me₃SiCl / acetonitrile / 8 h / 25 °C

With lithium aluminium tetrahydride; thionyl chloride; jones reagent; In tetrahydrofuran; acetone;
DOI:10.1016/S0957-4166(02)00192-1