(S)-4,5-ISOPROPYLIDENE-2-PENTENOL

Base Information

• Chemical Name: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL
• CAS No.: 79060-23-4
• Molecular Formula: C8H14 O3
• Molecular Weight: 158.197
• Hs Code.: 2932999099
• Mol file: 79060-23-4.mol

Synonyms:2-Propen-1-ol,3-(2,2-dimethyl-1,3-dioxolan-4-yl)-, [S-(E)]-;(2E,4S)-4,5-O-Isopropylidene-4,5-dihydroxy-2-penten-1-ol

Chemical Property of (S)-4,5-ISOPROPYLIDENE-2-PENTENOL

Chemical Property:

• Vapor Pressure: 0.00593mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 242.1°C at 760 mmHg
• Flash Point: 116°C
• PSA: 38.69000
• Density: 1.109g/cm³
• LogP: 0.68640

Purity/Quality:

99%min ^*data from raw suppliers

(S)-4,5-ISOPROPYLIDENE-2-PENTENOL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-4,5-ISOPROPYLIDENE-2-PENTENOL

There total 10 articles about (S)-4,5-ISOPROPYLIDENE-2-PENTENOL 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%

methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (81703-93-7) → (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol (79060-23-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jacs.7b04131

Reference yield: 100.0%

(S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde (4757-80-6) → (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol (79060-23-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jo00346a051

Reference yield: 95.0%

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate (64520-58-7,917877-01-1) → (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol (79060-23-4)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; for 0.25h;

DOI:10.1016/0040-4020(95)00554-L

upstream raw materials:

methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

(S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

Downstream raw materials:

(2S,3E)-1,2-dihydroxy-1,2-O-isopropylidene-5-(4-methoxyphenylthio)-3-pentene

Refernces

• 1、 Bentler, Patrick,Erdeljac, Nathalie,Bussmann, Kathrin,Ahlqvist, Marie,Knerr, Laurent,Bergander, Klaus,Daniliuc, Constantin G.,Gilmour, Ryan. "Stereocontrolled Synthesis of Tetrafluoropentanols: Multivicinal Fluorinated Alkane Units for Drug Discovery". supporting information. p. 7741 - 7745. Retrieved 2019/09/03.
• 2、 Ellwood, Adam R.,Mortimer, Anne J. Price,Goodman, Jonathan M.,Porter, Michael J.. "Reversal of facial selectivity in a thia-Claisen rearrangement by incorporation of a vinylic bromine substituent". supporting information. p. 7530 - 7539. Retrieved 2013/11/06.