(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

Base Information

Chemical Name:(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate
CAS No.:142952-93-0
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

(2S,3E)-2-<N-(benzyloxycarbonyl)amino>-4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

Synonyms:(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

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Chemical Property of (2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

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Technology Process of (2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

There total 1 articles about (2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl 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: 80.0%

: 28075-50-5
cyclohex-1-en-1-yl trifluoromethane sulfonate

: 91028-47-6
(S)-2-<(benzyloxy)carbonyl>amino-3-buten-1-yl acetate

: 142952-93-0
(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

Guidance literature:: With palladium diacetate; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃;
DOI:10.1016/0040-4020(96)00714-4

Reference yield: 47.0%

: 108-31-6
maleic anhydride

: 142952-93-0
(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

: (1S,3aS,4R,4aS,9aS)-1-Hydroxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

: (1S,3aR,4S,4aR,9aR)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

: 183663-31-2
(1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

Guidance literature:: With 4 A MS; In dichloromethane; at 40 ℃; for 12h; Yields of byproduct given;
DOI:10.1021/jo9609743

Reference yield:

: 142952-93-0
(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

: (1S,3aS,4R,4aS,9aS)-1-Hydroxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / 4 A MS / CH₂Cl₂ / 12 h / 40 °C

2: 96 percent / CF₃COOH / methanol; H₂O / 10 h / Ambient temperature

With trifluoroacetic acid; In methanol; dichloromethane; water;
DOI:10.1021/jo9609743