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

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Chemical Name:(R)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2,5-dihydro-1H-pyrrole
CAS No.:909705-87-9
Molecular Formula:C₂₅H₂₉NO₄
Molecular Weight:407.51
Hs Code.:

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

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

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

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

: 909705-86-8
(R)-N-allyl-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)prop-2-en-1-amine

: 909705-87-9
(R)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tetasy.2009.03.038

Reference yield:

: C₂₂H₂₅NO₅

: 909705-87-9
(R)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / TMSOTf / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2: 88 percent / zinc; acetic acid; Cu(OAc)2 / H₂O / 1 h / 80 °C

3: 92 percent / anhydrous potassium carbonate / dimethylformamide / 12 h / 20 °C

4: 82 percent / Grubbs first generation catalyst / CH₂Cl₂ / 12 h / 20 °C

With copper diacetate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; acetic acid; zinc; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo060823s

Reference yield:

: 299409-50-0
(R)-N-benzyl-1-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)prop-2-en-1-amine

: 909705-87-9
(R)-1-benzyl-2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / anhydrous potassium carbonate / dimethylformamide / 12 h / 20 °C

2: 82 percent / Grubbs first generation catalyst / CH₂Cl₂ / 12 h / 20 °C

With potassium carbonate; Grubbs catalyst first generation; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060823s