4-Pentyn-2-ol, 5-phenyl-, (2S)-

Base Information

• Chemical Name: 4-Pentyn-2-ol, 5-phenyl-, (2S)-
• CAS No.: 927385-39-5
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol file: 927385-39-5.mol

Synonyms:

Chemical Property of 4-Pentyn-2-ol, 5-phenyl-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pentyn-2-ol, 5-phenyl-, (2S)-

There total 5 articles about 4-Pentyn-2-ol, 5-phenyl-, (2S)- 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: 81.0%

phenylacetylene (536-74-3) + (S)-Propylene oxide (16088-62-3) → (S)-5-phenylpent-4-yn-2-ol (927385-39-5)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 0.25h;

(S)-Propylene oxide; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;

DOI:10.1021/ol0625280

Reference yield:

(Z)-1-phenyl-3-penten-1-yne (31552-04-2) → (S)-5-phenylpent-4-yn-2-ol (927385-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOCl solution (buffered to pH 11.3), 4-phenylpyridine N-oxide / (S,S)-(salen)Mn(III) complex / benzene / 5 h / Ambient temperature

2: LiAlH₄

With lithium aluminium tetrahydride; 4-Phenylpyridine 1-oxide; NaOCl solution (buffered to pH 11.3); (S,S)-(salen)manganese; In benzene;

DOI:10.1016/0040-4039(91)80212-O

Reference yield:

phenylacetylene (536-74-3) → (S)-5-phenylpent-4-yn-2-ol (927385-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)4

2: NaOCl solution (buffered to pH 11.3), 4-phenylpyridine N-oxide / (S,S)-(salen)Mn(III) complex / benzene / 5 h / Ambient temperature

3: LiAlH₄

With lithium aluminium tetrahydride; 4-Phenylpyridine 1-oxide; NaOCl solution (buffered to pH 11.3); tetrakis(triphenylphosphine) palladium⁽⁰⁾; (S,S)-(salen)manganese; In benzene;

DOI:10.1016/0040-4039(91)80212-O

upstream raw materials:

(2S,3S)-2-Methyl-3-phenylethynyl-oxirane

(S)-Propylene oxide

lithium phenylacetylide

phenylacetylene

Downstream raw materials:

(S)-[4-(prop-2-ynyloxy)pent-1-ynyl]benzene

(R)-2-bromo-5-phenylpentane

(S)-(+)-5-phenyl-2-pentanol

(S,E)-3-benzylidene-5-methyldihydro-2(3H)-furanone