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35628-05-8

  • Product Name:(S)-(-)-IPSENOL
  • Molecular Formula:C10H18O
  • Molecular Weight:154.252
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Product Details

Purity:99%

(S)-(-)-IPSENOL 35628-05-8 with purity >99% Low price in stock

  • Molecular Formula:C10H18O
  • Molecular Weight:154.252
  • Vapor Pressure:0.0211mmHg at 25°C 
  • Refractive Index:1.452 
  • Boiling Point:222.2 °C at 760 mmHg 
  • PKA:15.04±0.20(Predicted) 
  • Flash Point:83.4 °C 
  • PSA：20.23000 
  • Density:0.848 g/cm3 
  • LogP:2.52570 

(S)-(-)-IPSENOL(Cas 35628-05-8) Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 101, p. 3340, 1979 DOI: 10.1021/ja00506a034The Journal of Organic Chemistry, 48, p. 3122, 1983 DOI: 10.1021/jo00166a044Tetrahedron Letters, 16, p. 3047, 1975

InChI:InChI=1/C10H18O/c1-5-9(4)7-10(11)6-8(2)3/h5,8,10-11H,1,4,6-7H2,2-3H3/t10-/m0/s1

35628-05-8 Relevant articles

A simple synthesis of (-)-(R)-ipsdienol and (-)-(S)-ipsenol

Draillard, Karine,Lebreton, Jacques,Villieras, Jean

, p. 4281 - 4284 (1999)

A short and efficient synthesis of the u...

A Facile Synthesis of Optically Pure (-)-(S)-Ipsenol Using a Chiral Titanium Complex

Oertle, Konrad,Beyeler, Harry,Duthaler, Rudolf O.,Lottenbach, Willi,Riediker, Martin,Steiner, Eginhard

, p. 353 - 358 (1990)

A stereocontrolled synthetic route to op...

A synthesis of S-(-)-ipsenol from lactic acid

Trost,Rodriguez

, p. 4675 - 4678 (1992)

A six step synthesis of S-(-)-ipsenol, a...

Intramolecular coupling of vinyl ether and olefins or acetylenes with Ti(II) reagent. Regio- and stereo-selective vinyltitanation of carbon-carbon multiple bonds

Nakajima, Ryota,Urabe, Hirokazu,Sato, Fumie

, p. 4 - 5 (2002)

Treatment of m-alkenyl (or m-alkynyl) vi...

Enantioselective Isoprenylboration Reaction of Aldehydes Catalyzed by a Chiral Phosphoric Acid

Zhang, Yu-Long,He, Bo-Jun,Xie, Yi-Wen,Wang, Yu-Hao,Wang, Yi-Long,Shen, Yong-Cun,Huang, Yi-Yong

supporting information, p. 3074 - 3079 (2019/05/15)

The BINOL-derived chiral phosphoric acid...

METHOD FOR PRODUCING MONOTERPENE AND MONOTERPINOID COMPOUNDS AND USE THEREOF

-

Page/Page column 2; 4; 5, (2012/05/07)

In various embodiments, the present disc...

Catalytic asymmetric allylic transfer reactions for the Enantioselective synthesis of dienyl and enynyl alcohols

Yu, Chan-Mo,Jeon, Miyoo,Lee, Jae-Young,Jeon, Junha

, p. 1143 - 1148 (2007/10/03)

Efficient catalytic asymmetric allylic t...

35628-05-8 Process route

2-(4-methyl-1-(2-tetrahydropyranyloxy)pentyl)-1,3-butadiene

2-(4-methyl-1-(2-tetrahydropyranyloxy)pentyl)-1,3-butadiene

(S)-ipsenol
35628-05-8,6994-88-3

(S)-ipsenol

Conditions
Conditions Yield
With toluene-4-sulfonic acid; In methanol; for 1h; Ambient temperature;
99%
isovaleraldehyde
590-86-3

isovaleraldehyde

(S)-ipsenol
35628-05-8,6994-88-3

(S)-ipsenol

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1.) (S,S)-bis(2,4-dimethyl-3-pentyl) tartrate, 2.) 4 Angstroem molecular sieves / 1.) room temperature - 1 h, 60 deg C - 1 h, 2.) toluene, -78 deg C, 1 h
2: Pd(PPh3)4 / tetrahydrofuran / 1 h / 0 °C
With tetrakis(triphenylphosphine) palladium(0); 4 A molecular sieve; D-(-)-bis(2,4-dimethyl-3-pentyl) tartrate; In tetrahydrofuran;
Multi-step reaction with 5 steps
1: 1.) D-(-)-bis(2,4-dimethyl-3-pentyl) tartrate, molecular sieves 5 Angstroem / 1.) toluene, 24 h; 2.) toluene, -78 deg C, 20 h
2: 92 percent / B-Br-9-BBN / CH2Cl2 / 3 h / 0 °C
3: p-toluenesulfonic acid / CH2Cl2 / 1.5 h / 0 °C
4: 96 percent / tetrakis(triphenylphosphine) palladium / tetrahydrofuran; benzene / 2 h / Ambient temperature
5: 99 percent / p-toluenesulfonic acid / methanol / 1 h / Ambient temperature
With 5A molecular sieve; toluene-4-sulfonic acid; 9-bromo-9-bora-bicyclo[3.3.1]nonane; D-(-)-bis(2,4-dimethyl-3-pentyl) tartrate; tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; methanol; dichloromethane; benzene;
Multi-step reaction with 9 steps
2: 79 percent / 2N aq.NaOH / methanol / 7 h / 50 °C
3: imidazole / dimethylformamide / 21 h / Ambient temperature
4: Na2CO3 / tetrahydrofuran; H2O / 19 h / Ambient temperature
5: 1-chloro-N,N-2-trimethylprop-1-enylamine / CH2Cl2 / 2 h / Ambient temperature
6: Cu2I2 / diethyl ether / 1.5 h / -60 - 0 °C
7: tetrahydrofuran / 1.) -7 deg C to 0 deg C, 2.) r.t., 3 h
8: NaOAc / acetic acid / 2.5 h / 50 - 55 °C
9: 72.8 percent / Bu4NF*3H2O / tetrahydrofuran / 1.)15 h, r.t., 2.)2 h, 55 deg C
With 1H-imidazole; sodium hydroxide; copper (I) iodide; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; tetrabutyl ammonium fluoride; sodium acetate; sodium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

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