(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

Base Information

Chemical Name:(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
CAS No.:909705-86-8
Molecular Formula:C₂₇H₃₃NO₄
Molecular Weight:435.563
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 92.0%

: 106-95-6
allyl bromide

: 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

: 909705-86-8
(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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/jo060823s

Reference yield:

: C₂₂H₂₅NO₅

: 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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 299409-44-2
N-benzyl-3-O-benzyl-5-deoxy-5-(hydroxylamino)-5-vinyl-1,2-O-isopropylidene-α-D-gluco-1,4-pentofuranoside

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 92 percent / anhydrous potassium carbonate / dimethylformamide / 12 h / 20 °C

With copper diacetate; potassium carbonate; acetic acid; zinc; In water; N,N-dimethyl-formamide;
DOI:10.1021/jo060823s