ethyl (R)-4-hydroxyheptanoate

Base Information

• Chemical Name: ethyl (R)-4-hydroxyheptanoate
• CAS No.: 107736-65-2
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.24
• Mol file: 107736-65-2.mol

Synonyms:ethyl (R)-4-hydroxyheptanoate

Chemical Property of ethyl (R)-4-hydroxyheptanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of ethyl (R)-4-hydroxyheptanoate

There total 1 articles about ethyl (R)-4-hydroxyheptanoate 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:

(2S,3S)-3-propyl-2-oxiranemethanol (89321-71-1) → ethyl (R)-4-hydroxyheptanoate (107736-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium metaperiodate, ruthenium trichloride * 3H₂O / 1.) carbon tetrachloride, acetonitrile, water, room temperature, 1.5 h; 2.) ether, 3 h

3: 6 h / Irradiation

4: 60 percent / nickel acetate, hydrogen, sodium borohydride / ethanol / 1 h

With ruthenium trichloride; sodium tetrahydroborate; sodium periodate; hydrogen; nickel diacetate; In ethanol;

Reference yield:

ethyl (R)-4-hydroxyheptanoate (107736-65-2) → C29H42N2O6Si

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 6 h / 0 °C

2: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere

3: D-Prolin / acetonitrile / 3 h / 0 - 10 °C

With diisobutylaluminium hydride; D-Prolin; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1039/c3ra44700f

Reference yield:

ethyl (R)-4-hydroxyheptanoate (107736-65-2) → C27H49NO6SSi

Guidance literature:

Multi-step reaction with 8 steps

1: N,N-dimethyl-formamide / 6 h / 0 °C

2: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere

3: D-Prolin / acetonitrile / 3 h / 0 - 10 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.75 h / 5 °C

5: hydrogen / methanol / 24 h / 4380.18 Torr

6: triethylamine / dichloromethane / 2 h

7: lithium borohydride / tetrahydrofuran / 3 h / 0 - 20 °C

8: triethylamine / dichloromethane / 6.2 h / 20 °C / Cooling with ice

With lithium borohydride; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; D-Prolin; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1039/c3ra44700f

upstream raw materials:

(2S,3S)-3-propyl-2-oxiranemethanol

Downstream raw materials:

dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate