(1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol

Base Information

• Chemical Name: (1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol
• CAS No.: 4028-60-8
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• DSSTox Substance ID: DTXSID30881203
• Nikkaji Number: J109.960D
• Wikidata: Q82862315
• Mol file: 4028-60-8.mol

Synonyms:4028-60-8;(1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol;(1R,2S,3S)-1,2-dimethyl-3-prop-1-en-2-ylcyclopentan-1-ol;SCHEMBL7636531;DTXSID30881203;ZRVPDCMGGOSDKG-IVZWLZJFSA-N;NS00095799;(1R,2S,3S)-1,2-Dimethyl-3-isopropenylcyclopentanol;Cyclopentanol, 1,2-dimethyl-3-(1-methylethenyl)-, [1R-(1alpha,2alpha,3alpha)]-

Chemical Property of (1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol

Chemical Property:

• Boiling Point: 205.2±29.0 °C(Predicted)
• PKA: 15.25±0.60(Predicted)
• PSA: 20.23000
• Density: 0.909±0.06 g/cm3(Predicted)
• LogP: 2.35960
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(CCC1(C)O)C(=C)C
• Isomeric SMILES: C[C@H]1[C@H](CC[C@@]1(C)O)C(=C)C

Technology Process of (1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol

There total 48 articles about (1R,2S,3S)-3-isopropenyl-1,2-dimethyl-1-cyclopentanol 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: 66.0%

(1R*,2S*,3R*)-3-acetyl-1,2-dimethyl-cyclopentan-1-ol + 1,1-dibromomethane (74-95-3) → 1,2-dimethyl-3-isopropenyl-cyclopentan-1-ol (4028-58-4,4028-59-5,4028-60-8,4099-07-4,72402-00-7,73465-84-6,88980-49-8,88980-50-1,88980-51-2,114579-08-7,118354-05-5,118354-51-1,121009-85-6,121466-83-9)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.56.3020

Reference yield: 54.0%

3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol (259210-13-4) → 1,2-dimethyl-3-isopropenyl-cyclopentan-1-ol (4028-58-4,4028-59-5,4028-60-8,4099-07-4,72402-00-7,73465-84-6,88980-49-8,88980-50-1,88980-51-2,114579-08-7,118354-05-5,118354-51-1,121009-85-6,121466-83-9) + 1,2-dimethyl-3-isopropenyl-cyclopentan-1-ol (4028-58-4,4028-59-5,4028-60-8,4099-07-4,72402-00-7,73465-84-6,88980-49-8,88980-50-1,88980-51-2,114579-08-7,118354-05-5,118354-51-1,121009-85-6,121466-83-9)

Guidance literature:

3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol; With 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; methyllithium; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

With water; In tetrahydrofuran; diethyl ether; Further stages.;

DOI:10.1021/ja0029782

Reference yield: 54.0%

3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol (259210-13-4) → 1,2-dimethyl-3-isopropenyl-cyclopentan-1-ol (4028-58-4,4028-59-5,4028-60-8,4099-07-4,72402-00-7,73465-84-6,88980-49-8,88980-50-1,88980-51-2,114579-08-7,118354-05-5,118354-51-1,121009-85-6,121466-83-9) + 1,2-dimethyl-3-isopropenyl-cyclopentan-1-ol (4028-58-4,4028-59-5,4028-60-8,4099-07-4,72402-00-7,73465-84-6,88980-49-8,88980-50-1,88980-51-2,114579-08-7,118354-05-5,118354-51-1,121009-85-6,121466-83-9)

Guidance literature:

3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol; With 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; methyllithium; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

With water; In tetrahydrofuran; diethyl ether; Further stages.;

DOI:10.1021/ja0029782

upstream raw materials:

methyllithium

<2SR,3RS>-3-Isopropenyl-2-methylcyclopentan-1-on

(1RS,2RS,3SR)-3-acetyl-1,2-dimethyl-1-cyclopentanol

1,1-dibromomethane

Downstream raw materials:

chokol G

(+)-1,2-cis-2,3-cis-Plinylacetat (1R,2S,3S-Plinylacetat)

(+)-cis-Δ^3.(8)-Iridenol-(1) <1R.2S-Δ^3.(8)-Iridenol-(1)>