S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

Base Information

Chemical Name:S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one
CAS No.:505067-14-1
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

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Chemical Property of S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

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Technology Process of S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

There total 4 articles about S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-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: 84.0%

: 505067-04-9
S-2-(3-benzyloxy-propyl)-3,3-dimethyl-pent-4-enoic acid

: 505067-14-1
S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

Guidance literature:: With oxygen; copper dichloride; palladium dichloride; In water; N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/ol0275116

Reference yield:

: 64740-39-2
5-benzyloxypentanoic acid

: 505067-14-1
S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

2: BrB(N(SO₂[3,5-(CF₃)2C₆H₃]CHPh)2; i-Pr₂NEt / CH₂Cl₂ / -78 - 20 °C

3: 84 percent / PdCl₂; CuCl₂; O₂ / dimethylformamide; H₂O / 2 h / 20 °C

With dmap; BrB(N(SO₂[3,5-(CF₃)2C₆H₃])CHPh)2; oxygen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; copper dichloride; palladium dichloride; In dichloromethane; water; N,N-dimethyl-formamide; 2: Ireland-Claisen rearrangement;
DOI:10.1021/ol0275116

Reference yield:

: 100-44-7
benzyl chloride

: 505067-14-1
S-(-)-3-(3-benzyloxy-propyl)-4,4-dimethyl-5-methylene-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / KOH / toluene / 16 h / Heating

2: 44 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

3: BrB(N(SO₂[3,5-(CF₃)2C₆H₃]CHPh)2; i-Pr₂NEt / CH₂Cl₂ / -78 - 20 °C

4: 84 percent / PdCl₂; CuCl₂; O₂ / dimethylformamide; H₂O / 2 h / 20 °C

With dmap; potassium hydroxide; BrB(N(SO₂[3,5-(CF₃)2C₆H₃])CHPh)2; oxygen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; copper dichloride; palladium dichloride; In dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Ireland-Claisen rearrangement;
DOI:10.1021/ol0275116