PENTENOMYCIN I,(+)-

Base Information

• Chemical Name: PENTENOMYCIN I,(+)-
• CAS No.: 68907-79-9
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.127
• Mol file: 68907-79-9.mol

Synonyms:2-Cyclopenten-1-one,4,5-dihydroxy-5-(hydroxymethyl)-, cis- (9CI);2-Cyclopenten-1-one, 4,5-dihydroxy-5-(hydroxymethyl)-,cis-(?à)-;(?à)-Pentenomycin I;NSC 306405;

Chemical Property of PENTENOMYCIN I,(+)-

Chemical Property:

• Vapor Pressure: 2.89E-06mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 349.2 °C at 760 mmHg
• Flash Point: 179.2 °C
• PSA: 77.76000
• Density: 1.61 g/cm³
• LogP: -1.79040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PENTENOMYCIN I,(+)-

There total 26 articles about PENTENOMYCIN I,(+)- 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%

(3aR,6aR)-3a-Hydroxymethyl-2,2-dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one → (+/-)-Pentenomycin I (68907-79-9,57236-37-0)

Guidance literature:

With trifluoroacetic acid; In water; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.05.156

Reference yield: 100.0%

(5S,9S)-9-Hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.4]non-7-en-6-one (124325-96-8,132958-35-1,132958-36-2) → (+/-)-Pentenomycin I (68907-79-9,57236-37-0)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/0040-4039(91)80874-6

Reference yield: 96.0%

cis-4,5-dihydroxy-5-<<(tert-butyldimethylsilyl)oxy>methyl>-2-cyclopentenone (68882-74-6) → (+/-)-Pentenomycin I (68907-79-9,57236-37-0)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; for 80h; Ambient temperature;

DOI:10.1021/jo00349a009

upstream raw materials:

(5S,9S)-9-Hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.4]non-7-en-6-one

cis-4,5-dihydroxy-5-<<(tert-butyldimethylsilyl)oxy>methyl>-2-cyclopentenone

t-4-<(tert-butyldimethylsilyl)oxy>-5-hydroxy-r-5-<<(tert-butyldimethylsilyl)oxy>methyl>-2-cyclopentenone

(2RS,3RS,4SR)-3,4-dihydroxy-4-t-butyldimethylsilyloxy-2-t-butyldimethylsilyloxymethylcyclopentan-1-one

Refernces

• 1、 Pohmakotr,Popuang. "Intramolecular acylation of α-sulfinyl carbanion: A facile synthesis of (±)-pentenomycin I and (±)-epipentenomycin I". . p. 275 - 278. Retrieved 2007/10/02.
• 2、 Elliott,Hetmanski,Palfreyman,et al.. "Syntheses of (±)-and (-)-pentenomycin I". . p. 965 - 968. Retrieved 2007/10/02.