C₂₂H₃₀O₅

Base Information

• Chemical Name: C₂₂H₃₀O₅
• CAS No.: 1313493-22-9
• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.477
• Mol file: 1313493-22-9.mol

Synonyms:

Chemical Property of C₂₂H₃₀O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₃₀O₅

There total 15 articles about C₂₂H₃₀O₅ 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:

1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-methyl-but-3-en-1-ol → C22H30O5 (1313493-21-8) + C22H30O5 (1313493-22-9)

Guidance literature:

Multi-step reaction with 15 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

1.2: 2 h / 0 - 20 °C

2.1: water; acetic acid / tetrahydrofuran / 15 h / 40 °C

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 16 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 20 °C / pH 7 / aq. buffer

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

7.2: 1 h / -78 - 20 °C

8.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

9.1: quinoline; hydrogen / ethyl acetate / 4 h

10.1: manganese(IV) oxide / dichloromethane / 36 h / 20 °C

11.1: 2,6-di-tert-butyl-4-methyl-phenol / toluene / 15 h / 140 °C

12.1: sodium tetrahydroborate / ethanol / 1 h / 0 - 20 °C

13.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C

13.2: 3 h / 0 - 20 °C

14.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

15.1: 3-chloro-benzenecarboperoxoic acid

With quinoline; dmap; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 8.1: Sonogashira coupling / 11.1: Diels-Alder reaction;

DOI:10.1021/jo200899v

Reference yield:

(2R)-3-(4-methoxybenzyloxy)-5-methylhex-5-ene-1,2-diol (1313493-11-6) → C22H30O5 (1313493-21-8) + C22H30O5 (1313493-22-9)

Guidance literature:

Multi-step reaction with 13 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 16 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 20 °C / pH 7 / aq. buffer

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

5.2: 1 h / -78 - 20 °C

6.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

7.1: quinoline; hydrogen / ethyl acetate / 4 h

8.1: manganese(IV) oxide / dichloromethane / 36 h / 20 °C

9.1: 2,6-di-tert-butyl-4-methyl-phenol / toluene / 15 h / 140 °C

10.1: sodium tetrahydroborate / ethanol / 1 h / 0 - 20 °C

11.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C

11.2: 3 h / 0 - 20 °C

12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

13.1: 3-chloro-benzenecarboperoxoic acid

With quinoline; dmap; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 6.1: Sonogashira coupling / 9.1: Diels-Alder reaction;

DOI:10.1021/jo200899v

Reference yield:

((2R,5R)-4-(4-methoxybenzyloxy)-2-methyltetrahydrofuran-2,5-diyl)dimethanol (1313493-14-9) → C22H30O5 (1313493-21-8) + C22H30O5 (1313493-22-9)

Guidance literature:

Multi-step reaction with 12 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 20 °C / pH 7 / aq. buffer

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

4.2: 1 h / -78 - 20 °C

5.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

6.1: quinoline; hydrogen / ethyl acetate / 4 h

7.1: manganese(IV) oxide / dichloromethane / 36 h / 20 °C

8.1: 2,6-di-tert-butyl-4-methyl-phenol / toluene / 15 h / 140 °C

9.1: sodium tetrahydroborate / ethanol / 1 h / 0 - 20 °C

10.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C

10.2: 3 h / 0 - 20 °C

11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

12.1: 3-chloro-benzenecarboperoxoic acid

With quinoline; dmap; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 5.1: Sonogashira coupling / 8.1: Diels-Alder reaction;

DOI:10.1021/jo200899v

upstream raw materials:

(2R)-3-(4-methoxybenzyloxy)-5-methylhex-5-ene-1,2-diol

((2R,5R)-4-(4-methoxybenzyloxy)-2-methyltetrahydrofuran-2,5-diyl)dimethanol

C₂₇H₅₀O₅Si₂

(2R,5R)-2,5-bis((tert-butyldimethylsilyloxy)methyl)-5-methyldihydrofuran-3(2H)-one