(1S,2S,3R,5S)-(+)-2,3-Pinanediol

(1S,2S,3R,5S)-(+)-2,3-Pinanediol Basic information
Product Name:(1S,2S,3R,5S)-(+)-2,3-Pinanediol
Synonyms:[1S-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol;(1S, 2S, 3R, 5S)-(+)Pinanediol (Bortezomib Intermediate);(1S,2S,3R,5S)-(+)-2;cis-2,3-Pinandiol;(+)-2-Hydroxyisopinocampheol, (1S,2S,3R,5S)-2,3-Pinanediol, (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, [1S-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol;(+)-2-Hydroxyisopinocampheol, (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol;(+)-pinanendiol;(1S,2S,3R,5S)-(+)-Pinanediol, (1S,2S,3R,5S)-(+)-2,3-Dihydroxy-2,6,6-trimethylbicyclo[3.1.1]heptane
CAS:18680-27-8
MF:C10H18O2
MW:170.25
EINECS:606-096-6
Product Categories:Chiral Compounds
Mol File:18680-27-8.mol
(1S,2S,3R,5S)-(+)-2,3-Pinanediol Structure
(1S,2S,3R,5S)-(+)-2,3-Pinanediol Chemical Properties
Melting point 57-59 °C(lit.)
alpha 8.5 º (c=6.5, toluene)
Boiling point 239.9°C (rough estimate)
density 0.9409 (rough estimate)
refractive index 1.4494 (estimate)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform, Methanol (Slightly), Toluene (Slightly)
pka14.68±0.60(Predicted)
form Crystalline Powder, Crystals or Mass
color White to light beige
optical activity[α]20/D +8.5°, c = 6.5 in toluene
BRN 1853591
LogP1.582 (est)
CAS DataBase Reference18680-27-8(CAS DataBase Reference)
NIST Chemistry Reference(1S,2s,3r,5s)-(+)-pinanediol(18680-27-8)
Safety Information
Safety Statements 24/25
WGK Germany 3
10
HS Code 29051990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
(1S,2S,3R,5S)-(+)-2,3-Pinanediol Usage And Synthesis
Chemical Propertieswhite to light beige crystalline powder, crystals
Uses(1S,2S,3R,5S)-(+)-2,3-Pinanediol is a bicyclic monoterpene diols that has been shown to induce differentiation of S91 melanoma and PC12 pheochromocytoma cells and thus provide possible therapeutic and sunless tanning use. It is also used in the transformation of isopinocampheol and caryophyllene oxide.
Uses(1S,2S,3R,5S)-(+)-2,3-Pinanediol is a bicyclic monoterpene diols that has been shown to induce differentiation of S91 melanoma and PC12 pheochromocytoma cells and thus provide possible therapeutic and sunless tanning use. It is also used in the transformation of isopinocampheol and caryophyllene oxide.
Uses(1S,2S,3R,5S)-(+)-Pinanediol can be used as a chiral reagent in the synthesis of homochiral α-hydroxyketones and in the resolution of prolineboronate esters.
(1S,2S,3R,5S)-(+)-2,3-Pinanediol Preparation Products And Raw materials
Raw materialsSodium metabisulfite-->Sodium thiosulfate pentahydrate-->Osmium tetroxide-->4-METHYLMORPHOLINE-4-OXIDE SOLUTION-->(1R)-(+)-ALPHA-PINENE-->TRIETHANOLAMINE BORATE-->Triethanolamine
Preparation Products(+)-PINANEBORANE
(1S,2S,3R,5S)-(+)-2,3-Pinanediol Heptane (1S,2S,3R,5S)-(+)-2,3-PINANEDIOL BUTYLBORONATE ESTER (1R)-(1S,2S,3R,5S)-PINANEDIOL-N-(N-PYRAZINYLPHENYLALANINOYL)-1-AMINO-3-METHYLBUTANE-1-BORONATE (aR,3aS,4S,6S,7aR)-Hexahydro-3a,8,8-trimethyl-alpha-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate 1-Methoxy-2-propyl acetate (R)-BoroLeu-(+)-Pinanediol-HCl n-Butane-2-boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester (1R)-(1S,2S,3R,5S)-PINANEDIOL-N-(N-PYRAZINYLPHENYLALANINOYL)-1-AMINO-3-METHYLBUTANE-1-BORONATE-D8 Polyethylene Glycol Z-D-Phe-Pro-(3-methoxypropyl)boroglycine-pinanediol ester,Z-D-Phe-Pro-boroMpg-pinanediol ester Estradiol Ethylene glycol (S,S)-2,3-Butanediol Propylene glycol 2,2-Dimethyl-1,3-propanediol Sodium 1-heptanesulfonate 2-Butoxyethanol

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