(3R)-hex-1-yn-3-ol

Base Information

• Chemical Name: (3R)-hex-1-yn-3-ol
• CAS No.: 74364-79-7
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• DSSTox Substance ID: DTXSID20426460
• Nikkaji Number: J1.793.626C
• Wikidata: Q82239372
• Mol file: 74364-79-7.mol

Synonyms:(3R)-hex-1-yn-3-ol;74364-79-7;(R)-1-HEXYN-3-OL;R-(-)-hexyn-3-ol;(R)-1-Hexyne-3-ol;(R)-hex-1-yn-3-ol;DTXSID20426460;LTFTWJYRQNTCHI-LURJTMIESA-N;AKOS006240232

Chemical Property of (3R)-hex-1-yn-3-ol

Chemical Property:

• PSA: 20.23000
• LogP: 0.78060
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 77.4

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-HEXYN-3-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C#C)O
• Isomeric SMILES: CCC[C@H](C#C)O

Technology Process of (3R)-hex-1-yn-3-ol

There total 33 articles about (3R)-hex-1-yn-3-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: 100.0%

(R)-1-Triisopropylsilanyl-hex-1-yn-3-ol → (3R)-hex-1-yn-3-ol (105-31-7,15352-98-4,70095-32-8,74364-79-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ja0348389

Reference yield: 75.0%

(2S,3R)-trans-3-propyloxiranemethylchloride (1219718-23-6) → (3R)-hex-1-yn-3-ol (105-31-7,15352-98-4,70095-32-8,74364-79-7)

Guidance literature:

(2S,3R)-trans-3-propyloxiranemethylchloride; With ammonia; lithium; ferric nitrate; In tetrahydrofuran; at -25 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; at -25 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.12.015

Reference yield: 38.0%

vinyl acetate (108-05-4,9003-20-7) + 1-hexyn-3-ol (105-31-7) → (3R)-hex-1-yn-3-ol (105-31-7,15352-98-4,70095-32-8,74364-79-7) + (S)-(-)-3-acetoxy-1-hexyne (1000786-12-8)

Guidance literature:

With Mycobacterium smegmatis acyl transferase; In aq. phosphate buffer; at 21 ℃; for 1h; pH=7.5; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/adsc.201701282

upstream raw materials:

(+/-)-hex-1-yn-3-yl acetate

(R)-hex-1-yn-3-yl acetate

hex-1-yn-3-one

3-benzoyloxy-1-hexyne

Downstream raw materials:

3-((R)-hex-1-yn-3-yloxy)phenyl acetate

1-((R)-hex-1-yn-3-yloxy)-2-bromobenzene

1-((R)-hex-1-yn-3-yloxy)-4-methoxybenzene

(Sa)-nona-4,5-diene