18680-27-8

Basic information

• Product Name: (1S,2S,3R,5S)-(+)-2,3-Pinanediol
• Synonyms: (+)-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;[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;(+)-pinanendiol;cis-2,3-Pinandiol;(1S,2S,3R,5S)-(+)-Pinanediol, (1S,2S,3R,5S)-(+)-2,3-Dihydroxy-2,6,6-trimethylbicyclo[3.1.1]heptane
• CAS NO: 18680-27-8
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• EINECS: 1592732-453-0
• Product Categories: Chiral Compounds
• Mol File: 18680-27-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 57-59 °C(lit.)
• Boiling Point: 239.9°C (rough estimate)
• Flash Point: >230 °F
• Appearance: White to light beige/Crystalline Powder, Crystals or Mass
• Density: 0.9409 (rough estimate)
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.4494 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Methanol (Slightly), Toluene (Slightly)
• PKA: 14.68±0.60(Predicted)
• BRN: 1853591
• CAS DataBase Reference: (1S,2S,3R,5S)-(+)-2,3-Pinanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,3R,5S)-(+)-2,3-Pinanediol(18680-27-8)
• EPA Substance Registry System: (1S,2S,3R,5S)-(+)-2,3-Pinanediol(18680-27-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 18680-27-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light beige crystalline powder, crystals

Uses

Different sources of media describe the Uses of 18680-27-8 differently. You can refer to the following data:
1. (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.
2. (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.
3. (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.

InChI:InChI=1/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8+,10-/m0/s1

Upstream product

• 102-71-6 triethanolamine 
• 80-56-8 Pinene 
• 75-65-0 tert-butyl alcohol 
• 22553-34-0 (+)-2α-hydroxy-3α-tosyloxypinane 
• 80-56-8 rac-α-pinene 
• 7785-70-8 (+)-α-pinene 
• 1674-08-4 (-)-trans-pinocarveol 
• 18172-67-3 beta-pinene 
• 4889-83-2 3,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene 
• 29333-19-5 (R)-3-Benzyloxy-6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptane 
• 4955-29-7 (-)-trans-pinocarvyl acetate 
• 84110-38-3 (1S,2S,3R,5S)-2α,3α-pinanediol methylboronic ester 
• 13837-85-9 1,7,7-trimethylbicyclo[2.2.1]heptane-exo,exo-2,3-diol 
• 94096-31-8 octahydro-4,7-methanoindene-exo,exo-5,6-diol 

Downstream Products

• 90084-43-8 (3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole 
• 102-71-6 triethanolamine 
• 111-42-2 2,2'-iminobis[ethanol] 
• 76110-78-6 (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-phenylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole 
• 78922-83-5 (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester 
• 85922-61-8 (+)-pinanediol (αR)-α-chlorobenzylboronate 
• 76110-79-7 (S)-(chloro(phenyl)methyl)boronic acid boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester 
• 90084-37-0 (3aS,4S,6S,7aR)-2-(3-bromopropyl)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole 
• 90084-38-1 (+)-pinanediol 3-benzyloxypropaneboronate 
• 1258238-86-6 (3aS,4S,6S,7aR)-2-(4-methoxyphenyl)-3a,5,5-trimethylhexahydro-4,6methanobenzo[d][1,3,2]dioxaborole 
• 302584-86-7 (1S,2S,3R,5S)-2-hydroxy-3-pinanyl p-styrenesulfonate 
• 165881-36-7 (+)-pinanediol-4-bromo-butane-1-boronate 
• 132488-71-2 pinanediol vinylboronic ester 
• 1845-25-6 (1S,2S,5S)-(-)-2-hydroxypinan-3-one 

Relevant articles and documents

Synthesis of Thrombin Inhibitor DuP 714

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