(-)-trans-Myrtanol

Base Information

• Chemical Name: (-)-trans-Myrtanol
• CAS No.: 53369-17-8
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• European Community (EC) Number: 258-499-8
• UNII: 3LTR68G5X4
• DSSTox Substance ID: DTXSID501318073
• Nikkaji Number: J295.937B
• Mol file: 53369-17-8.mol

Synonyms:(-)-trans-Myrtanol;(1S,2S,5S)-(-)-Myrtanol;53369-17-8;3LTR68G5X4;EINECS 258-499-8;Myrtanol, (1S,2S,5S)-(-)-;[(1S,2S,5S)-6,6-dimethyl-2-bicyclo[3.1.1]heptanyl]methanol;(1S-(1alpha,2alpha,5alpha))-6,6-Dimethylbicyclo(3.1.1)heptane-2-methanol;((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol;Bicyclo[3.1.1]heptane-2-methanol, 6,6-dimethyl-, (1S,2S,5S)-;((1S,2S,5S)-6,6-DIMETHYLBICYCLO(3.1.1)HEPTAN-2-YL)METHANOL;[1S-(1alpha,2alpha,5alpha)]-6,6-dimethylbicyclo[3.1.1]heptane-2-methanol;BICYCLO(3.1.1)HEPTANE-2-METHANOL, 6,6-DIMETHYL-, (1S,2S,5S)-;(-)-myrtanol;(?)-Myrtanol;(-)- trans-Myrtanol;UNII-3LTR68G5X4;SCHEMBL3651148;(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)methanol, [1S-(1.alpha.,2.alpha.,5.alpha.)]-;Bicyclo[3.1.1]heptane-2-methanol, 6,6-dimethyl-, [1S-(1.alpha.,2.alpha.,5.alpha.)]-;DTXSID501318073;(1s, 2s, 5s)-(-)-myrtanol;MFCD00001348;AKOS040759347;XM161231;(1S,2S,5S)-(-)-Myrtanol, 97%;((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]-heptan-2-yl)methanol;(-)-trans-Myrtanol, purum, >=98.0% (sum of enantiomers, GC)

Chemical Property of (-)-trans-Myrtanol

Chemical Property:

• Vapor Pressure: 0.0249mmHg at 25°C
• Refractive Index: n20/D 1.490
• Boiling Point: 219.5°Cat760mmHg
• PKA: 14.99±0.10(Predicted)
• Flash Point: 96°C
• PSA: 20.23000
• Density: 0.95g/cm³
• LogP: 2.05100
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

(-)-trans-Myrtanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)CO)C
• Isomeric SMILES: CC1([C@H]2CC[C@@H]([C@@H]1C2)CO)C

Technology Process of (-)-trans-Myrtanol

There total 36 articles about (-)-trans-Myrtanol 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: 97.0%

beta-pinene (18172-67-3,19902-08-0,25719-60-2) → (1S,2S,5S)-(-)-myrtanol (53369-17-8)

Guidance literature:

beta-pinene; With sodium tetrahydroborate; boron trifluoride; In tetrahydrofuran; at 0 - 5 ℃; for 6h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; ethanol; water; at 40 - 45 ℃; for 3h;

DOI:10.2174/1570180816666181107094427

Reference yield: 93.0%

(1R,5R)-(+)-β-pinene (127-91-3,25719-60-2) → cis-myrtanol (473-01-8,514-99-8,15358-91-5,15358-92-6,51152-12-6,53369-17-8,73136-30-8,132203-71-5)

Guidance literature:

With C₁₁H₇F₁₇S⁽¹⁺⁾B^(1-)H₃; 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl methyl sulfide; In FC-72; dichloromethane;

Reference yield:

beta-pinene (18172-67-3,19902-08-0,25719-60-2) → 2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol (35408-04-9) + (1S,2S,5S)-(-)-myrtanol (53369-17-8)

Guidance literature:

beta-pinene; With borane-ammonia complex; In tetrahydrofuran; at 90 ℃; for 1h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

upstream raw materials:

myrtenal

myrtenol

2-chloromethyl-6,6-dimethylbicyclo[3.1.1]heptane

(1R,5R)-(+)-β-pinene

Downstream raw materials:

trans-myrtanyl phthalic ester

(+/-)-Myrtanal

(+/-)-Isomyrtanal

(1R)-10-Acetoxy-cis-pinan

Refernces

• 1、 Beller, Matthias,Junge, Kathrin,Leischner, Thomas,Li, Wu,Liu, Weiping. "A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides". supporting information. p. 11321 - 11324. Retrieved 2020/05/16.
• 2、 Weng, Wei-Zhi,Liang, Hao,Zhang, Bo. "Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide". . p. 4979 - 4983. Retrieved 2018/08/24.