(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL

Base Information

• Chemical Name: (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL
• CAS No.: 18524-18-0
• Molecular Formula: C8H14 O3
• Molecular Weight: 158.19
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10547658
• Mol file: 18524-18-0.mol

Synonyms:1,3-Dioxolane-4-methanol,2,2-dimethyl-a-vinyl-,[R-(R*,R*)]- (8CI)

Chemical Property of (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL

Chemical Property:

• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.452
• Boiling Point: 215.1°Cat760mmHg
• Flash Point: 100.2°C
• PSA: 38.69000
• Density: 1.027g/cm³
• LogP: 0.68480
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)C(C=C)O)C

Technology Process of (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-3-OL

There total 29 articles about (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-EN-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: 97.0%

(+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol (4957-71-5) → (R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol (18524-18-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 2h;

Reference yield: 95.0%

(4R,5R,4'R)-5-Iodomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] (71769-39-6,109836-16-0,130550-62-8,130550-63-9) → (R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol (18524-18-0)

Guidance literature:

With C₈K; In tetrahydrofuran; at 0 ℃; 5 - 10 min;

DOI:10.1016/S0040-4039(00)97457-4

Reference yield: 95.0%

(1S,4'R)-1-(2,2-dimethyl-1,3-dioxolane-4-yl)-2-trimethylsilylprop-2-en-1-ol (102357-25-5) → (R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol (18524-18-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride;

DOI:10.1021/ol0063656

upstream raw materials:

(4R,5R,4'R)-5-Iodomethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]

(+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol

vinyl magnesium bromide

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

(2R,3R)-3-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol

(2R,3R)-3-O-benzyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol

(-)-methyl (3S,4R,5R,6S)-5-benzyloxy-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3-hydroxy-4,6-methylenedioxy-heptanoate

(-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate