(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

Base Information

Chemical Name:(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran
CAS No.:611179-98-7
Molecular Formula:C₂₃H₂₆O₅
Molecular Weight:382.456
Hs Code.:

Synonyms:(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

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Chemical Property of (S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

Chemical Property:

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Technology Process of (S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

There total 12 articles about (S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran 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: 80.0%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 611179-97-6
(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxybenzo[b]pyran-7-methanal

: 611179-98-7
(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

Guidance literature:: With n-butyllithium; In Petroleum ether; benzene; at 20 ℃;
DOI:10.1016/S0957-4166(03)00519-6

Reference yield:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 611179-98-7
(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

Guidance literature:: Multi-step reaction with 12 steps

1.1: 51 percent / K₂CO₃ / acetone / 3 h / Heating

2.1: 89 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C

3.1: 91 percent / LiAlH₄ / diethyl ether / 3 h / 20 °C

4.1: 98 percent / imidazole / dimethylformamide / 1 h / 20 °C

5.1: BuLi; TMEDA / petroleum ether; tetrahydrofuran / 1 h / -20 - 0 °C

5.2: 70 percent / HMPA / petroleum ether; tetrahydrofuran / 2 h / -78 - 0 °C

6.1: 72 percent / AD-mix-β; NH2SO2CH3 / 2-methyl-propan-2-ol; H2O / 36 h / 0 °C

7.1: pyridine; MsCl / CH₂Cl₂ / 12 h / 20 °C

7.2: 65 percent / K₂CO₃ / methanol / 4 h / Heating

8.1: H₂ / 5 percent Pd/C / ethyl acetate / 3 h / 20 °C

8.2: 61 percent / HCOOH / ethyl acetate / 20 °C

9.1: 82 percent / pyridine; DMAP / 8 h / 20 °C

10.1: 99 percent / t-BuNF / tetrahydrofuran / 2 h / 20 °C

11.1: 85 percent / PCC; NaOAc; silica gel / CH₂Cl₂ / 4 h / 20 °C

12.1: 80 percent / n-BuLi / benzene; petroleum ether / 20 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; methanesulfonamide; AD-mix-β; t-BuNF; hydrogen; sodium acetate; silica gel; sodium hydride; potassium carbonate; methanesulfonyl chloride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; Petroleum ether; tert-butyl alcohol; benzene; 6.1: Sharpless dihydroxylation;
DOI:10.1016/S0957-4166(03)00519-6

Reference yield:

: 54915-31-0
methyl 3-(benzyloxy)-5-hydroxybenzoate

: 611179-98-7
(S)-3-acetyloxy-2,2-dimethyl-5-methoxymethoxy-7-(2-phenylethenyl)-1-benzopyran

Guidance literature:: Multi-step reaction with 11 steps

1.1: 89 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C

2.1: 91 percent / LiAlH₄ / diethyl ether / 3 h / 20 °C

3.1: 98 percent / imidazole / dimethylformamide / 1 h / 20 °C

4.1: BuLi; TMEDA / petroleum ether; tetrahydrofuran / 1 h / -20 - 0 °C

4.2: 70 percent / HMPA / petroleum ether; tetrahydrofuran / 2 h / -78 - 0 °C

5.1: 72 percent / AD-mix-β; NH2SO2CH3 / 2-methyl-propan-2-ol; H2O / 36 h / 0 °C

6.1: pyridine; MsCl / CH₂Cl₂ / 12 h / 20 °C

6.2: 65 percent / K₂CO₃ / methanol / 4 h / Heating

7.1: H₂ / 5 percent Pd/C / ethyl acetate / 3 h / 20 °C

7.2: 61 percent / HCOOH / ethyl acetate / 20 °C

8.1: 82 percent / pyridine; DMAP / 8 h / 20 °C

9.1: 99 percent / t-BuNF / tetrahydrofuran / 2 h / 20 °C

10.1: 85 percent / PCC; NaOAc; silica gel / CH₂Cl₂ / 4 h / 20 °C

11.1: 80 percent / n-BuLi / benzene; petroleum ether / 20 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; methanesulfonamide; AD-mix-β; t-BuNF; hydrogen; sodium acetate; silica gel; sodium hydride; methanesulfonyl chloride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; Petroleum ether; tert-butyl alcohol; benzene; 5.1: Sharpless dihydroxylation;
DOI:10.1016/S0957-4166(03)00519-6