(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

Base Information

Chemical Name:(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide
CAS No.:345899-12-9
Molecular Formula:C₂₂H₂₇NO₃
Molecular Weight:353.461
Hs Code.:

Synonyms:(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

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Chemical Property of (1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

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Technology Process of (1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

There total 3 articles about (1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide 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:

: 38838-06-1
methyl 5-deoxy-5-iodo-2,3-isopropylidene-β-D-ribofuranoside

: 345899-12-9
(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 3.8 g / n-butyllithium / hexane; tetrahydrofuran / 2 h / -80 °C

2: 1.80 g / MgSO₄ / CH₂Cl₂ / 19 h / 20 °C

3: diethyl ether / 2 h / -30 °C

4: 59 percent / CHCl₃ / 276 h / 20 °C

With n-butyllithium; magnesium sulfate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; 4: Cope-House cyclization;
DOI:10.1002/1099-0690(200104)2001:7<1293::AID-EJOC1293>3.0.CO;2-4

Reference yield:

: 155934-55-7
(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

: 345899-12-9
(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.80 g / MgSO₄ / CH₂Cl₂ / 19 h / 20 °C

2: diethyl ether / 2 h / -30 °C

3: 59 percent / CHCl₃ / 276 h / 20 °C

With magnesium sulfate; In diethyl ether; dichloromethane; chloroform; 3: Cope-House cyclization;
DOI:10.1002/1099-0690(200104)2001:7<1293::AID-EJOC1293>3.0.CO;2-4

Reference yield:

: 345898-95-5
(Z)-4,5-dideoxy-2,3-O-isopropylidene-D-erythro-4-pentose N-benzyl nitrone

: 345899-12-9
(1R,2R,3S,4R,5R)-N,2-dibenzyl-3,4-O-isopropylidenedioxy-5-methylpyrrolidine N-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 2 h / -30 °C

2: 59 percent / CHCl₃ / 276 h / 20 °C

In diethyl ether; chloroform; 2: Cope-House cyclization;
DOI:10.1002/1099-0690(200104)2001:7<1293::AID-EJOC1293>3.0.CO;2-4