(S)-4-Pentyn-2-OL

Base Information

• Chemical Name: (S)-4-Pentyn-2-OL
• CAS No.: 81939-73-3
• Molecular Formula: C5H8O
• Molecular Weight: 84.11640
• UNII: Q1E6R2D4EZ
• Nikkaji Number: J3.402.991A
• Wikidata: Q27286886
• Mol file: 81939-73-3.mol

Synonyms:(S)-4-PENTYN-2-OL;81939-73-3;(s)-pent-4-yn-2-ol;4-Pentyn-2-ol, (S)-;4-Pentyn-2-ol, (+)-;4-Pentyn-2-ol, (2S)-;UNII-Q1E6R2D4EZ;Q1E6R2D4EZ;(2S)-PENT-4-YN-2-OL;(S)-4-Pentyne-2-ol;(2S)-4-pentyn-2-ol;JTHLRRZARWSHBE-YFKPBYRVSA-N;AKOS006239531;Q27286886;ETHYL2-CYANO-3-(FUR-2-YL)BUT-2-ENOATE,(CIS+TRANSISOMERS)

Chemical Property of (S)-4-Pentyn-2-OL

Chemical Property:

• PSA: 20.23000
• LogP: 0.39050
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 67.3

Purity/Quality:

(S)-4-PENTYN-2-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-4-Pentyn-2-OL

There total 7 articles about (S)-4-Pentyn-2-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: 79.0%

(S)-(+)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane (174953-30-1) + acetylene (74-86-2,25067-58-7) → (2S)-2-hydroxypent-4-yne (81939-73-3)

Guidance literature:

acetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

(S)-(+)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane; In tetrahydrofuran; at -78 - 20 ℃;

With sulfuric acid; water; In tetrahydrofuran; for 0.5h;

DOI:10.1021/ol1016492

Reference yield: 71.0%

lithium acetylide-ethylenediamine complex (1216963-74-4) + (S)-Propylene oxide (16088-62-3) → (2S)-2-hydroxypent-4-yne (81939-73-3)

Guidance literature:

In dimethyl sulfoxide; at 0 - 20 ℃;

DOI:10.1055/s-2004-834899

Reference yield: 71.0%

(S)-(+)-5-(trimethylsilyl)-4-pentyn-2-ol (103712-19-2) → (2S)-2-hydroxypent-4-yne (81939-73-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1016/S0957-4166(98)00324-3

upstream raw materials:

lithium acetylide-ethylenediamine complex

(S)-Propylene oxide

lithium acetylide

(2S)-2-hydroxypropyl 4-methylbenzenesulfonate

Downstream raw materials:

(S)-((pent-4-yn-2-yloxy)methyl)benzene

(3R,5S)-3-amino-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester

(3R,5S)-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethylethoxycarbonylamino)hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester

(3R,5S)-5-{2-[(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-3-((R)-toluene-4-sulfinylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester