(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

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Chemical Name:(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one
CAS No.:742104-88-7
Molecular Formula:C₄₃H₅₀O₄
Molecular Weight:630.868
Hs Code.:

Synonyms:(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

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Chemical Property of (R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

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Technology Process of (R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

There total 7 articles about (R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one 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: 43.0%

: 388621-92-9
5-methyl-3-(2-methylpropyl)hexan-1-one

: 742104-87-6
(R)-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2(3H)-one

: 742104-92-3
(R)-3-(E)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

: 742104-88-7
(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Guidance literature:: 5-methyl-3-(2-methylpropyl)hexan-1-one; (R)-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2(3H)-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.166667h;
DOI:10.1021/ol0492041

Reference yield:

: 76-83-5
trityl chloride

: 742104-88-7
(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 52 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: 80 percent / L-(+)-diethyl tartrate; Ti[OiPr]4; t-BuOOH / CH₂Cl₂; various solvent(s) / 8 h / -20 °C

3.1: 86 percent / NaH / dimethylformamide / 1 h / 20 °C

4.1: 79 percent / ethylene diamine / dimethylsulfoxide / 2 h / 20 °C

5.1: 97 percent / quinoline; H₂ / Lindlar catalyst / hexane / 2 h

6.1: BH₃*SMe₂ / tetrahydrofuran / 24 h / 20 °C

6.2: 48 percent / PCC / CH₂Cl₂ / 24 h

7.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

7.2: Et₃N; MsCl / CH₂Cl₂ / 5 h / 20 °C

7.3: 43 percent / DBU / CH₂Cl₂ / 0.17 h

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; dimethylsulfide borane complex; hydrogen; sodium hydride; ethylenediamine; triethylamine; lithium hexamethyldisilazane; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: Sharpless epoxidation;
DOI:10.1021/ol0492041

Reference yield:

: 510730-17-3
2-[(triphenylmethoxy)methyl]prop-2-en-1-ol

: 742104-88-7
(R)-3-(Z)-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-5-[(triphenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / L-(+)-diethyl tartrate; Ti[OiPr]4; t-BuOOH / CH₂Cl₂; various solvent(s) / 8 h / -20 °C

2.1: 86 percent / NaH / dimethylformamide / 1 h / 20 °C

3.1: 79 percent / ethylene diamine / dimethylsulfoxide / 2 h / 20 °C

4.1: 97 percent / quinoline; H₂ / Lindlar catalyst / hexane / 2 h

5.1: BH₃*SMe₂ / tetrahydrofuran / 24 h / 20 °C

5.2: 48 percent / PCC / CH₂Cl₂ / 24 h

6.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

6.2: Et₃N; MsCl / CH₂Cl₂ / 5 h / 20 °C

6.3: 43 percent / DBU / CH₂Cl₂ / 0.17 h

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; dimethylsulfide borane complex; hydrogen; sodium hydride; ethylenediamine; lithium hexamethyldisilazane; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Sharpless epoxidation;
DOI:10.1021/ol0492041