(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

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Chemical Name:(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine
CAS No.:760974-21-8
Molecular Formula:C₂₆H₃₁NO₄
Molecular Weight:421.536
Hs Code.:

Synonyms:(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

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Chemical Property of (S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

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Technology Process of (S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

There total 4 articles about (S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine 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: 90.0%

: 760974-20-7
(S)-N-allyl-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)but-3-en-1-amine

: 760974-21-8
(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 12.1667h;
DOI:10.1016/j.tetasy.2009.03.038

Reference yield:

: 162740-21-8,191997-36-1
(Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide

: 760974-21-8
(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 13 percent / TMSOTf / tetrahydrofuran / 2 h / -78 °C

2: 80 percent / Zn; Cu(OAc)2 / acetic acid / 1 h / 70 °C

3: 71 percent / K₂CO₃ / dimethylformamide / 18 h / 25 °C

4: 78 percent / benzylidene-bis-tricyclohexylphosphine-dichlororuthenium / benzene / 18 h / Heating

With copper diacetate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; zinc; Grubbs catalyst first generation; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-2004-829538

Reference yield:

: 690981-80-7
(S)-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)but-3-en-1-amine

: 760974-21-8
(S)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 18 h / 25 °C

2: 78 percent / benzylidene-bis-tricyclohexylphosphine-dichlororuthenium / benzene / 18 h / Heating

With potassium carbonate; Grubbs catalyst first generation; In N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-2004-829538