(1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

Base Information

Chemical Name:(1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
CAS No.:24047-72-1
Molecular Formula:C₁₀H₁₆O₂
Molecular Weight:168.236
Hs Code.:2914400090
UNII:HY8XY57CHN
Nikkaji Number:J820.894H
Mol file:24047-72-1.mol

Synonyms:24047-72-1;(1R,2R,5R)-(+)-2-Hydroxy-3-pinanone;(1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one;HY8XY57CHN;Bicyclo[3.1.1]heptan-3-one, 2-hydroxy-2,6,6-trimethyl-, (1R,2R,5R)-;(1R,2R,5R)-2-hydroxy-3-pinanone;2-Hydroxypinocamphone, (1R,2R,5R)-(+)-;(+)-(1R,2R,5R)-2-Hydroxy-3-pinanone;(+)-2-hydroxy-3-pinanone;(1R,4R,5R)-4-hydroxy-4,6,6-trimethylbicyclo[3.1.1]heptan-3-one;UNII-HY8XY57CHN;(1R,2R,5R)-Hydroxypinanone;SCHEMBL1171547;AMY14849;MFCD00191522;STL570269;AKOS015855447;CS-W017795;AS-71340;(+)-2.ALPHA.-HYDROXY-3-PINANONE;(1R,2R.5R)-(+)-2-Hydroxy-3-pinanone;H0862;OXYPINOCAMPHONE, (1R,2R,5R)-(+)-;2.ALPHA.-HYDROXY-10.BETA.-PINAN-3-ONE;A878036;(+)-2.ALPHA.-HYDROXY-10.BETA.-PINAN-3-ONE;(1R,2R,5R)-(+)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one;(1R,2R,5R)-2-HYDROXY-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPTAN-3-ONE;BICYCLO(3.1.1)HEPTAN-3-ONE, 2-HYDROXY-2,6,6-TRIMETHYL-, (1R-(1.ALPHA.,2.ALPHA.,5.ALPHA.))-

Suppliers and Price of (1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(+)-(1R,2R,5R)-2-Hydroxy-3-pinanone
5g
$ 225.00

TCI Chemical
(1R,2R,5R)-(+)-2-Hydroxy-3-pinanone >98.0%(GC)
5g
$ 113.00

TCI Chemical
(1R,2R,5R)-(+)-2-Hydroxy-3-pinanone >98.0%(GC)
1g
$ 27.00

Sigma-Aldrich
(1R,2R,5R)-(+)-2-Hydroxy-3-pinanone 99%
5g
$ 266.00

Medical Isotopes, Inc.
(+)-(1r,2r,5r)-2-Hydroxy-3-pinanone
5 g
$ 845.00

Crysdot
(1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one 95+%
25g
$ 396.00

Chem-Impex
(1R,2R,5R)-(+)-2-Hydroxy-3-pinanone,≥98%(GC) ≥98%(GC)
5G
$ 199.18

Chemenu
(1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one 95%
25g
$ 370.00

American Custom Chemicals Corporation
(+)-(1R,2R,5R)-2-HYDROXY-3-PINANONE 95.00%
50G
$ 3326.40

American Custom Chemicals Corporation
(+)-(1R,2R,5R)-2-HYDROXY-3-PINANONE 95.00%
5G
$ 877.80

Total 37 raw suppliers

Chemical Property of (1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

Chemical Property:

Appearance/Colour:White crystalline solid
Vapor Pressure:0.00491mmHg at 25°C
Melting Point:37-39 °C(lit.)
Refractive Index:33 ° (C=0.5, CHCl3)
Boiling Point:244.999 °C at 760 mmHg
PKA:12.93±0.40(Predicted)
Flash Point:104.457 °C
PSA：37.30000
Density:1.082 g/cm³
LogP:1.37250
Storage Temp.:Refrigerator
Solubility.:Acetone (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (S
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:168.115029749
Heavy Atom Count:12
Complexity:244

Purity/Quality:

97% ^*data from raw suppliers

(+)-(1R,2R,5R)-2-Hydroxy-3-pinanone ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(C2CC1C(C(=O)C2)(C)O)C
Isomeric SMILES:C[C@]1([C@@H]2C[C@@H](C2(C)C)CC1=O)O
Uses (1R,2R,5R)-(+)-2-Hydroxy-3-pinanone is a useful chiral auxillary for synthesis An essential oil from Hyssopus officinalis L. and Cymbopogon jwarancusa (Jones) Schult.

Technology Process of (1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

There total 25 articles about (1R,2R,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-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: 98.0%

: (2S,4S)-2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-4-trimethylsilanyloxy-pentanoic acid tert-butyl ester

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

: (2S,4S)-2-Amino-4-hydroxy-pentanoic acid tert-butyl ester

Guidance literature:: With citric acid; In tetrahydrofuran; for 96h; Ambient temperature;
DOI:10.1055/s-1997-3246

Reference yield: 72.0%

: 7785-26-4,25766-18-1
(-)-α-pinene

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Guidance literature:: With potassium permanganate; water; In acetone; at -10 ℃;
DOI:10.1016/j.tetlet.2015.12.042

Reference yield: 62.0%

: 276253-82-8
tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-ylidene)amino]acetate

: 329710-76-1
2-(trifluoromethoxy)ethyl trifluoromethanesulphonate

: (S)-tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]-heptan-3-ylidene)amino]-4-(trifluoromethoxy)butanoate

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Guidance literature:: tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-ylidene)amino]acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

2-(trifluoromethoxy)ethyl trifluoromethanesulphonate; In tetrahydrofuran; at -78 - 20 ℃; Overall yield = 1.34 g; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c6ob02436j