1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

Base Information

Chemical Name:1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone
CAS No.:570385-52-3
Molecular Formula:C₂₀H₂₄F₃NO₄
Molecular Weight:399.41
Hs Code.:

Synonyms:1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

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Chemical Property of 1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

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Technology Process of 1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

There total 10 articles about 1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone 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: 96.0%

: 407-25-0
trifluoroacetic anhydride

: 570385-60-3
(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

: 570385-52-3
1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1016/S0040-4039(03)00512-4

Reference yield:

: 54314-85-1
(3-benzyloxypropyl)triphenylphosphonium bromide

: 570385-52-3
1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / NaHMDS / tetrahydrofuran / -78 - 0 °C

2: 95 percent / PhSH; K₂CO₃ / dimethylformamide

3: 96 percent / Py / CH₂Cl₂

With pyridine; sodium hexamethyldisilazane; potassium carbonate; thiophenol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Wittig reaction;
DOI:10.1016/S0040-4039(03)00512-4

Reference yield:

: 7306-64-1,14440-56-3,23262-80-8,27108-15-2,49561-21-9,67642-42-6
2,3,5,6-di-O-isopropylidene-D-mannono-1,4-lactone

: 570385-52-3
1-[(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]-2,2,2-trifluoro-ethanone

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / NH₃ / methanol

2: 76 percent / LiAlH₄ / tetrahydrofuran / Heating

3: 93 percent / Et₃N / CH₂Cl₂

4: 100 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran

5: 70 percent / TFA / tetrahydrofuran; H₂O

6: 96 percent / NaIO₄; silica gel / CH₂Cl₂; H₂O

7: 69 percent / NaHMDS / tetrahydrofuran / -78 - 0 °C

8: 95 percent / PhSH; K₂CO₃ / dimethylformamide

9: 96 percent / Py / CH₂Cl₂

With pyridine; sodium periodate; lithium aluminium tetrahydride; ammonia; sodium hexamethyldisilazane; silica gel; potassium carbonate; thiophenol; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4: Mitsunobu reaction / 7: Wittig reaction;
DOI:10.1016/S0040-4039(03)00512-4