(R)-(-)-4-Penten-2-ol

Base Information

• Chemical Name: (R)-(-)-4-Penten-2-ol
• CAS No.: 64584-92-5
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 2905290000
• European Community (EC) Number: 625-307-2
• Nikkaji Number: J53.104I
• Mol file: 64584-92-5.mol

Synonyms:64584-92-5;(R)-(-)-4-Penten-2-ol;(2R)-pent-4-en-2-ol;(r)-pent-4-en-2-ol;(2R)-4-penten-2-ol;4-Penten-2-ol, (2R)-;(R)-2-Hydroxypent-4-ene;(R)-4-penten-2-ol;(R)-(-)-pent-4-en-2-ol;4-penten-2(R)-ol;(R)-2-Hydroxy-4-pentene;(2R)-4- penten-2-ol;4-Penten-2-ol,(2R)-;ZHZCYWWNFQUZOR-RXMQYKEDSA-N;(R)-(-)-2-Hydroxypent-4-ene;MFCD03701536;AKOS005137973;(R)-(-)-4-Penten-2-ol, 95%;AM804193;CS-0035821;EN300-211433;A833828;A834817;A853412

Chemical Property of (R)-(-)-4-Penten-2-ol

Chemical Property:

• Refractive Index: n20/D 1.4240(lit.)
• Boiling Point: 115.5 °C at 760 mmHg
• PKA: 15.10±0.20(Predicted)
• Flash Point: 25.6 °C
• PSA: 20.23000
• Density: 0.827 g/cm³
• LogP: 0.94330
• Water Solubility.: Soluble in water, 4.526 mg/L @ 25°C.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 41.2

Purity/Quality:

97% ^*data from raw suppliers

(R)?-?(-?)?-?4-?Penten-?2-?ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): H226
• Hazard Codes: H226
• Statements: 10

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC=C)O
• Isomeric SMILES: C[C@H](CC=C)O
• Uses: (R)?-?(-?)?-?4-?Penten-?2-?ol is a reactant in the synthesis of aigialomycin D and its analogs that inhibits protein kinases related to cancer pathways.

Technology Process of (R)-(-)-4-Penten-2-ol

There total 59 articles about (R)-(-)-4-Penten-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: 92.0%

vinyl magnesium bromide (1826-67-1) + (S)-Propylene oxide (16088-62-3) → (S)-4-penten-2-ol (625-31-0,64584-92-5,111957-98-3,55563-79-6)

Guidance literature:

With CuCN; In tetrahydrofuran; at -78 - -40 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.12.068

Reference yield: 85.0%

1-methoxy-4-{[(2S)-pent-4-en-2-yloxy]methyl}benzene (847049-72-3) → (S)-4-penten-2-ol (625-31-0,64584-92-5,111957-98-3,55563-79-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1080/14786419.2021.1896509

Reference yield: 70.0%

vinylmagnesium chloride (3536-96-7) + (S)-Propylene oxide (16088-62-3) → (S)-4-penten-2-ol (625-31-0,64584-92-5,111957-98-3,55563-79-6)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at -78 - 0 ℃; for 2.5h;

DOI:10.1021/ol702195w

upstream raw materials:

Pent-4-en-2-ol

Triallylborane

acetaldehyde

(+)-diisopinocampheylallylborane

Downstream raw materials:

3-Hydroxybutyric acid

(4R)-4-<(p-Nitrobenzoyl)oxy>-1-pentene

(4R)-1-penten-4-yl-(αR)-α-methoxy-α-trifluoromethylphenylacetate

4-(tert-butyl-diphenyl-silanyloxy)-2-chloromethyl-6-hydroxy-benzoic acid 1-methyl-but-3-enyl ester