(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

Base Information

Chemical Name:(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate
CAS No.:914248-65-0
Molecular Formula:C₂₂H₃₀O₈
Molecular Weight:422.475
Hs Code.:

Synonyms:(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

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Chemical Property of (1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

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Technology Process of (1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

There total 6 articles about (1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate 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: 100.0%

: 914248-53-6
(1S,2E,4S)-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-ene-1,4-diol

: 108-24-7
acetic anhydride

: 914248-65-0
(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ol0616539

Reference yield:

: 914248-43-4
(1R,4S)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-hydroxy-1-phenylbut-2-ynyl acetate

: 914248-65-0
(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran / 15 h / 20 °C

2: 100 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0616539

Reference yield:

: 4187-87-5,61317-73-5,64937-86-6,64599-56-0
1-phenylprop-2-yn-1-ol

: 914248-65-0
(1S,2E,4S)-4-acetoxy-1-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-4-phenylbut-2-enyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: zinc triflate; (+)-N-methylephedrine; Et₃N / toluene / 0.5 h / 20 °C

1.2: 86 percent / toluene / 4 h / 20 °C

2.1: 87 percent / LiAlH₄ / tetrahydrofuran / 15 h / 20 °C

3.1: 100 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 20 °C

With dmap; lithium aluminium tetrahydride; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol0616539