(1R,2S)-2-ethynylcyclopentan-1-ol

Base Information

• Chemical Name: (1R,2S)-2-ethynylcyclopentan-1-ol
• CAS No.: 61967-50-8
• Molecular Formula: C₇H₁₀O
• Molecular Weight: 110.156
• European Community (EC) Number: 858-014-5
• Nikkaji Number: J808.840C

Synonyms:trans-2-Ethynylcyclopentanol;(1R,2S)-2-ethynylcyclopentan-1-ol;61967-50-8;1426688-62-1;starbld0042522;SCHEMBL10486244;AKOS040801375;rac-(1R,2S)-2-ethynylcyclopentan-1-ol;EN300-1196157;A913814;F1912-1685

Chemical Property of (1R,2S)-2-ethynylcyclopentan-1-ol

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

trans-2-Ethynylcyclopentanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1CCCC1O
• Isomeric SMILES: C#C[C@@H]1CCC[C@H]1O

Technology Process of (1R,2S)-2-ethynylcyclopentan-1-ol

There total 12 articles about (1R,2S)-2-ethynylcyclopentan-1-ol 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:

2-ethynylcyclopentyl formate (79938-01-5) → cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 0.75h; Yield given;

DOI:10.1021/ja00415a020

Reference yield:

6-ethynyltetrahydropyran-2-yl acetate → trans-2-Ethynylcyclopentan-1-ol (61967-50-8) + cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

With samarium diiodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(03)01103-7

Reference yield:

6-ethynyltetrahydropyran-2-yl acetate → trans-2-Ethynylcyclopentan-1-ol (61967-50-8) + cis-2-Ethynylcyclopentan-1-ol (22022-30-6,61967-50-8,61967-60-0,67921-28-2,69685-11-6)

Guidance literature:

With samarium diiodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(03)01103-7

upstream raw materials:

1,2-epoxy-1-ethynyl-cyclopentane

2-ethynylcyclopentyl formate

(+/-)-trans-2-iodocyclopentanol

Cyclopentene oxide

Downstream raw materials:

4-Dimethylamino-benzenesulfonic acid (1R,2S)-2-ethynyl-cyclopentyl ester

trans-4-methylene-2-oxabicyclo<3.3.0>octan-3-one

cis-2-Ethynylcyclopentan-1-ol

rac-(3aR,6aR)-3-methylenehexahydro-2H-cyclopenta[b]furan-2-one

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